20 22 0 0 0 0 0 0 0 0 1 V2000 5.3203 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9874 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3209 -3.4565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9880 -3.4565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3329 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9880 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3209 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9874 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9874 -4.6086 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3203 -4.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9754 -3.4565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3083 -3.4565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9748 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3077 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9628 -3.4565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3077 -4.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9748 -4.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2957 -3.4565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9754 -1.1522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 1 0 0 0 0 1 20 2 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 M END > 22308 > 2308 > 22308 > 1_NCTRER_v4b > C15H10O5 > 270.2369 > defined organic > parent > tested chemical > genistein > 446-72-0 > single chemical compound > blank > 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one > O=C(C(C(C=C3)=CC=C3O)=CO2)C1=C2C=C(O)C=C1O > O=C(C(C(C=C3)=CC=C3O)=CO2)C1=C2C=C(O)C=C1O > InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H > TZBJGXHYKVUXJN-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.436 > -0.36 > 66 > active > active medium > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 2.84 > blank $$$$ 18 20 0 0 1 0 0 0 0 0 1 V2000 7.9737 -2.3040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3073 -3.4560 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9746 -3.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3196 -2.3040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9746 -1.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3073 -1.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9737 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3064 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9615 -1.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3064 -2.3040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -1.1520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9868 -2.3040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3205 -3.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9878 -3.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3327 -2.3040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9878 -1.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3205 -1.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 6 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 M END > 22309 > 2309 > 22309 > 2_NCTRER_v4b > C15H14O3 > 242.2699 > defined organic > parent > tested chemical > equol > 531-95-3 > single chemical compound > stereochem > (3S)-3-(4-hydroxyphenyl)chroman-7-ol > Oc1ccc(cc1)[C@@H]2Cc3ccc(O)cc3OC2 > Oc1ccc(cc1)[C@@H]2Cc3ccc(O)cc3OC2 > InChI=1/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1 > ADFCQWZHKCXPAJ-GFCCVEGCBP > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.151 > -0.82 > 61 > active > active medium > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 3.67 $$$$ 19 21 0 0 0 0 0 0 0 0 1 V2000 5.3205 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9756 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3086 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9751 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3080 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9632 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3080 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9751 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3086 -3.4566 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9756 -3.4566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2961 -1.1522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3205 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9875 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3211 -3.4566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9881 -3.4566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3329 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9881 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3211 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 2 0 0 0 0 1 13 1 0 0 0 0 2 3 1 0 0 0 0 2 12 2 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 M END > 22310 > 2310 > 22310 > 3_NCTRER_v4b > C15H10O4 > 254.2375 > defined organic > parent > tested chemical > daidzein > 486-66-8 > single chemical compound > 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one > O=C1C(C3=CC=C(O)C=C3)=COC2=C1C=CC(O)=C2 > O=C1C(C3=CC=C(O)C=C3)=COC2=C1C=CC(O)=C2 > InChI=1/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H > ZQSIJRDFPHDXIC-UHFFFAOYAG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.022 > -1.65 > 52 > active > active medium > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 2.55 $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 5.9863 -2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6568 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9857 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6442 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9732 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6437 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9732 -2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6442 -2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9857 -3.4601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6568 -3.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9726 -1.1613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9863 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6573 -2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9869 -3.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6579 -3.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9994 -2.3107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6579 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9869 -1.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6705 -2.3107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 2 0 0 0 0 1 13 1 0 0 0 0 2 3 1 0 0 0 0 2 12 2 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 19 20 1 0 0 0 0 M END > 22311 > 2311 > 22311 > 4_NCTRER_v4b > C16H12O4 > 268.2684 > defined organic > parent > tested chemical > formononetin > 485-72-3 > single chemical compound > 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one > O=C1C(C3=CC=C(OC)C=C3)=COC2=C1C=CC(O)=C2 > O=C1C(C3=CC=C(OC)C=C3)=COC2=C1C=CC(O)=C2 > InChI=1/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3 > HKQYGTCOTHHOMP-UHFFFAOYAJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.00104 > -2.98 > 37 > active > active weak > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 3.11 $$$$ 15 15 0 0 0 0 0 0 0 0 1 V2000 9.3099 -1.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9785 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3099 -3.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9828 -3.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3142 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9828 -1.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3142 -4.6101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9871 -4.6101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3185 -3.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9914 -3.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3228 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9957 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3271 -1.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9785 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 5 6 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22312 > 2312 > 22312 > 5_NCTRER_v4b > C14H22O > 206.3238 > defined organic > parent > tested chemical > 4-n-octylphenol > 1806-26-4 > single chemical compound > 4-octylphenol > OC1=CC=C(CCCCCCCC)C=C1 > OC1=CC=C(CCCCCCCC)C=C1 > InChI=1/C14H22O/c1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13/h9-12,15H,2-8H2,1H3 > NTDQQZYCCIDJRK-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.0049 > -2.31 > 44 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 5.5 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 6.9097 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9097 -4.6521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6038 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6038 -0.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4589 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4589 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4589 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3059 -4.6521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1530 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1530 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3059 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6521 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.9097 -0.6611 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22313 > 2313 > 22313 > 6_NCTRER_v4b > C14H8Cl4 > 318.0253 > defined organic > parent > tested chemical > o,p'-DDE > 3424-82-6 > single chemical compound > 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)vinyl]benzene > C1(C=CC=CC=1C(=C(Cl)Cl)C2=CC=C(C=C2)Cl)Cl > C1(C=CC=CC=1C(=C(Cl)Cl)C2=CC=C(C=C2)Cl)Cl > InChI=1/C14H8Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8H > ZDYJWDIWLRZXDB-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -5000 > 5 > inconclusive > slight binder > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 1 > 6 $$$$ 28 28 0 0 0 0 0 0 0 0 1 V2000 7.9814 -3.4555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3086 -4.6023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9814 -5.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3116 -5.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9691 -6.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3116 -8.0578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9814 -8.0578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3086 -6.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9691 -4.6023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2993 -4.6023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3116 -3.4555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9691 -2.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2993 -2.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9721 -1.1467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3023 -1.1467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.9598 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2900 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9721 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3023 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9784 -4.6023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3209 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9907 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3179 -4.6023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9877 -4.6023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3302 -5.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3179 -2.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9877 -2.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 18 19 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 27 28 1 0 0 0 0 M END > 22314 > 607 > 20607 > 7_NCTRER_v4b > C24H38O4 > 390.5561 > defined organic > parent > tested chemical > bis(2-ethylhexyl)phthalate > 117-81-7 > single chemical compound > bis(2-ethylhexyl) phthalate > O=C(C1=C(C=CC=C1)C(=O)OCC(CCCC)CC)OCC(CCCC)CC > O=C(C1=C(C=CC=C1)C(=O)OCC(CCCC)CC)OCC(CCCC)CC > InChI=1/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3 > BJQHLKABXJIVAM-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -5000 > 5 > inconclusive > slight binder > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 8.39 $$$$ 23 24 0 0 1 0 0 0 0 0 1 V2000 3.4409 -1.9794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4409 -3.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -1.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -3.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1623 -1.9794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1623 -3.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6032 -1.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7424 -2.0139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6032 -3.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7424 -3.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9047 -1.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0440 -2.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9047 -3.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0440 -3.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2063 -1.3234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3456 -2.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2063 -3.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3456 -3.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6032 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5079 -3.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9047 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 7 1 0 0 0 0 1 2 2 0 0 0 0 2 4 1 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 19 1 0 0 0 0 4 6 2 0 0 0 0 5 6 1 0 0 0 0 6 20 1 0 0 0 0 7 8 1 0 0 0 0 7 21 2 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 11 23 1 1 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 6 0 0 0 M END > 22315 > 2315 > 22315 > 8_NCTRER_v4b > C18H26O5 > 322.396 > defined organic > parent > tested chemical > alpha zearalanol > 26538-44-3 > single chemical compound > stereochem > (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one > Oc1cc(O)cc2CCCCC[C@@H](O)CCC[C@H](C)OC(=O)c12 > Oc1cc(O)cc2CCCCC[C@@H](O)CCC[C@H](C)OC(=O)c12 > InChI=1/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14+/m0/s1 > DWTTZBARDOXEAM-GXTWGEPZBO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Mycoestrogens > 30.2 > 1.48 > 87 > active > active strong > 0.019 > Mycoestrogens are most active phytoestrogens; for same framework with 7-OH, RBAs are 100-fold higher for a isomers (do-o approx 11A) , as in E2 and DES, than for b isomers (do-o approx 10A). > 1 > 1 > 1 > 0 > 0 > 0 > 5.37 > same 2D structure beta form [42422-68-4] $$$$ 22 24 0 0 0 0 0 0 0 0 1 V2000 4.6008 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6008 -1.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4506 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4506 -3.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 -3.9894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1502 -3.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1502 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 -1.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6008 -3.9894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 -3.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9115 -1.3264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9115 -3.9894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0617 -3.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2119 -3.9894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2119 -5.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0617 -5.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9115 -5.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3621 -5.9790 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3621 -3.3159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22316 > 1218 > 21218 > 9_NCTRER_v4b > C15H10O7 > 302.2357 > defined organic > parent > tested chemical > quercetin > 117-39-5 > single chemical compound > 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one > O=C1C2=C(C=C(C=C2O)O)OC(=C1O)C3=CC(=C(C=C3)O)O > O=C1C2=C(C=C(C=C2O)O)OC(=C1O)C3=CC(=C(C=C3)O)O > InChI=1/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H > REFJWTPEDVJJIY-UHFFFAOYAW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 1.48 $$$$ 21 23 0 0 0 0 0 0 0 0 1 V2000 5.7607 -3.3155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7607 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6002 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6002 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4502 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4502 -3.3155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6002 -3.9890 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3001 -3.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1501 -3.3155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1501 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3001 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9890 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9107 -1.3262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9107 -3.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0608 -3.3155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2108 -3.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3609 -3.3155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2108 -5.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0608 -5.9782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9107 -5.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3609 -5.9782 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 11 2 0 0 0 0 14 15 2 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22317 > 2317 > 22317 > 10_NCTRER_v4b > C15H10O6 > 286.2404 > defined organic > parent > tested chemical > fisetin > 528-48-3 > single chemical compound > 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one > C1(=C(C(=O)C2=C(O1)C=C(C=C2)O)O)C3=CC(O)=C(C=C3)O > C1(=C(C(=O)C2=C(O1)C=C(C=C2)O)O)C3=CC(O)=C(C=C3)O > InChI=1/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H > XHEFDIBZLJXQHF-UHFFFAOYAQ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.00446 > -2.35 > 44 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 1.18 $$$$ 17 19 0 0 0 0 0 0 0 0 1 V2000 4.6485 -3.4561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9791 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9750 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6404 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9750 -4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 -4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9791 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6485 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9918 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6612 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9959 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6653 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6653 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9959 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 11 16 2 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 M END > 22318 > 2318 > 22318 > 11_NCTRER_v4b > C15H12O2 > 224.2546 > defined organic > parent > tested chemical > flavanone > 487-26-3 > single chemical compound > 2-phenyl-2,3-dihydro-4H-chromen-4-one > O1C2=C(C=CC=C2)C(CC1C3C=CC=CC=3)=O > O1C2=C(C=CC=C2)C(CC1C3C=CC=CC=3)=O > InChI=1/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2 > ZONYXWQDUYMKFB-UHFFFAOYAD > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 0 > 0 > 0 > 0 > 3.28 $$$$ 22 24 0 0 1 0 0 0 0 0 1 V2000 3.4478 -5.3321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5867 -5.9948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4478 -4.0069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5867 -3.3339 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3089 -5.9948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7463 -4.0069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7463 -5.3321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3089 -3.3339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8955 -3.3339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1596 -5.3321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8955 -2.0086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0344 -1.3460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1596 -4.0069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5867 -7.3304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1941 -2.0086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0344 -4.0069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1941 -3.3339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3089 -7.3304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0344 -0.0104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.3235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3537 -1.3356 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3537 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 7 1 0 0 0 0 2 14 2 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 6 1 0 0 0 0 5 10 2 0 0 0 0 5 18 1 0 0 0 0 6 9 1 6 0 0 0 6 7 1 0 0 0 0 8 13 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 12 19 1 0 0 0 0 12 15 2 0 0 0 0 13 20 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 21 22 1 0 0 0 0 M END > 22319 > 2319 > 22319 > 12_NCTRER_v4b > C16H14O6 > 302.283 > defined organic > parent > tested chemical > hesperetin > 520-33-2 > single chemical compound > stereochem > (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one > O[C@H]1CC3=C(C=C(O)C=C3O)O[C@@H]1[C@@]2=CC(O)=C(O)C=C2 > O[C@H]1CC3=C(C=C(O)C=C3O)O[C@@H]1[C@@]2=CC(O)=C(O)C=C2 > InChI=1/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 > AIONOLUJZLIMTK-AWEZNQCLBH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 2.44 > structure modified v4b $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 3.9945 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6517 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6489 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9804 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6462 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9804 -5.7584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6489 -5.7584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6630 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9973 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6658 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6658 -2.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9973 -2.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6517 -2.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9945 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6517 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6489 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -2.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22320 > 2320 > 22320 > 13_NCTRER_v4b > C20H16 > 256.341 > defined organic > parent > tested chemical > triphenylethylene > 58-72-0 > single chemical compound > 1,1',1''-ethene-1,1,2-triyltribenzene > C(=CC1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3 > C(=CC1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3 > InChI=1/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H > MKYQPGPNVYRMHI-UHFFFAOYAN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 0.00165 > -2.78 > 39 > active > active weak > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 0 > 0 > 0 > 1 > 5.49 > no phenolic ring $$$$ 19 20 0 0 0 0 0 0 0 0 1 V2000 5.7456 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8970 -0.6678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8970 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0599 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0599 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2113 -0.6678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2113 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3628 -2.6598 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.5142 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3628 -3.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6172 -0.6678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6172 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3028 -0.6678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3028 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1514 -2.6598 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1514 -3.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 7 2 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 2 0 0 0 0 14 16 2 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 M END > 22321 > 869 > 20869 > 14_NCTRER_v4b > C17H22N2 > 254.37 > defined organic > parent > tested chemical > 4,4'-methylenebis(N,N-dimethylaniline) > 101-61-1 > single chemical compound > Michler's Base > 4,4'-methylenebis(N,N-dimethylaniline) > CN(C)C2=CC=C(C=C2)CC1=CC=C(N(C)C)C=C1 > CN(C)C2=CC=C(C=C2)CC1=CC=C(N(C)C)C=C1 > InChI=1/C17H22N2/c1-18(2)16-9-5-14(6-10-16)13-15-7-11-17(12-8-15)19(3)4/h5-12H,13H2,1-4H3 > JNRLEMMIVRBKJE-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analogy to bisphenol F, substitution of amines for OH groups eliminates binding. > 1 > 1 > 0 > 0 > 0 > 0 > 4.37 $$$$ 21 23 0 0 1 0 0 0 0 0 1 V2000 3.4509 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6013 -3.3266 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4509 -5.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6013 -5.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7619 -5.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7619 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 -3.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 -5.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1503 -5.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1503 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -5.9899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 -7.3164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.3266 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -3.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -1.3369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2129 -3.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2129 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3632 -1.3369 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 1 0 0 0 6 14 1 6 0 0 0 7 10 2 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 10 1 0 0 0 0 10 13 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 19 21 1 0 0 0 0 M END > 22322 > 2322 > 22322 > 15_NCTRER_v4b > C15H14O6 > 290.272 > defined organic > parent > tested chemical > catechin > 154-23-4 > single chemical compound > (-) isomer [490-46-0], stereochem > (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol > O[C@H]1CC3=C(C=C(O)C=C3O)O[C@@H]1[C@@]2=CC(O)=C(O)C=C2 > O[C@H]1CC3=C(C=C(O)C=C3O)O[C@@H]1[C@@]2=CC(O)=C(O)C=C2 > InChI=1/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1 > PFTAWBLQPZVEMU-DZGCQCFKBX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 1.18 > tested +-racemic mixture, (-) isomer [490-46-0] $$$$ 17 19 0 0 0 0 0 0 0 0 1 V2000 1.9959 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6653 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6653 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9959 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6612 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9918 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6485 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9791 -1.1492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9750 -2.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6404 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9750 -4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6444 -4.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9791 -3.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6485 -3.4561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 M END > 22323 > 2048 > 22048 > 16_NCTRER_v4b > C15H10O2 > 222.2387 > defined organic > parent > tested chemical > flavone > 525-82-6 > single chemical compound > 2-phenyl-4H-chromen-4-one > C1=CC=CC=C1C2=CC(=O)C3=CC=CC=C3O2 > C1=CC=CC=C1C2=CC(=O)C3=CC=CC=C3O2 > InChI=1/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H > VHBFFQKBGNRLFZ-UHFFFAOYAG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 0 > 0 > 0 > 0 > 3.51 $$$$ 31 34 0 0 1 0 0 0 0 0 1 V2000 4.6084 -0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7524 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6084 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7524 -2.6587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4482 -2.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4482 -3.9961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3042 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1440 -2.6587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3042 -0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4482 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1440 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.6768 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2006 -0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3607 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2006 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3607 -2.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5048 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5048 -0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0566 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0566 -2.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9125 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9125 -0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0566 -3.9961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6649 -2.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8090 -1.9980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6649 -3.9961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9691 -2.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8090 -4.6567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9691 -3.9961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1131 -4.6567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3607 -3.9961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 1 0 0 0 1 3 1 0 0 0 0 1 10 1 0 0 0 0 2 22 1 0 0 0 0 3 4 1 6 0 0 0 3 5 1 0 0 0 0 5 6 1 1 0 0 0 5 7 1 0 0 0 0 7 8 1 6 0 0 0 7 9 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 1 0 0 0 11 12 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 31 2 0 0 0 0 17 18 2 0 0 0 0 17 24 1 0 0 0 0 19 22 2 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 24 25 2 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 27 29 2 0 0 0 0 28 29 1 0 0 0 0 29 30 1 0 0 0 0 M END > 22324 > 2324 > 22324 > 17_NCTRER_v4b > C21H20O10 > 432.383 > defined organic > parent > tested chemical > genistin > 529-59-9 > single chemical compound > stereochem > 5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside > O[C@H]1[C@H](OC3=CC2=C(C(O)=C3)C(C(C4=CC=C(O)C=C4)=CO2)=O)O[C@H](CO)[C@@H](O)[C@@H]1O > O[C@H]1[C@H](OC3=CC2=C(C(O)=C3)C(C(C4=CC=C(O)C=C4)=CO2)=O)O[C@H](CO)[C@@H](O)[C@@H]1O > InChI=1/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1 > ZCOLJUOHXJRHDI-CMWLGVBABE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 0.83 $$$$ 19 20 0 0 0 0 0 0 0 0 1 V2000 4.6068 -1.3268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7585 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9102 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9102 -5.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7585 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2136 -5.3162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4551 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4551 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3034 -5.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1517 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1517 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3034 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.3162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2800 -1.3268 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.9336 -1.3268 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 17 1 0 0 0 0 1 18 1 0 0 0 0 1 19 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 10 11 1 0 0 0 0 10 15 2 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 M END > 22325 > 2325 > 22325 > 18_NCTRER_v4b > C14H11Cl3O2 > 317.5949 > defined organic > parent > tested chemical > HPTE > 2971-36-0 > single chemical compound > 4,4'-(2,2,2-trichloroethane-1,1-diyl)diphenol > C(C(C1C=CC(=CC=1)O)C2C=CC(=CC=2)O)(Cl)(Cl)Cl > C(C(C1C=CC(=CC=1)O)C2C=CC(=CC=2)O)(Cl)(Cl)Cl > InChI=1/C14H11Cl3O2/c15-14(16,17)13(9-1-5-11(18)6-2-9)10-3-7-12(19)8-4-10/h1-8,13,18-19H > IUGDILGOLSSKNE-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0.2512 > -0.6 > 63 > active > active medium > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 1 > 0 > 1 > 0 > 4.55 $$$$ 43 47 0 0 1 0 0 0 0 0 1 V2000 4.6024 -11.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6024 -9.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -9.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9112 -9.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 -9.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2048 -9.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2048 -11.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 -11.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9112 -11.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -11.9723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3668 -11.9723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 -7.9815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -7.9815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -9.3118 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -7.9815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6024 -7.3088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6024 -5.9785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -5.3210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -3.9908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9112 -3.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9112 -1.9877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 -1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2048 -1.9877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3668 -1.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2048 -3.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 -3.9908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3668 -3.9908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0580 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7644 -1.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -5.3210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -3.9908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3088 -5.9785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3088 -7.3088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1468 -7.9815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1468 -5.3210 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -11.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -13.3026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3088 -13.9600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1468 -13.3026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -13.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1468 -11.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3088 -11.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3088 -15.2903 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 10 1 0 0 0 0 1 36 1 0 0 0 0 2 3 1 0 0 0 0 2 14 1 0 0 0 0 3 4 1 0 0 0 0 3 13 2 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 15 14 1 1 0 0 0 15 16 1 0 0 0 0 15 33 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 1 0 0 0 17 30 1 0 0 0 0 18 19 1 0 0 0 0 20 19 1 1 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 29 1 6 0 0 0 22 23 1 0 0 0 0 22 28 1 6 0 0 0 23 24 1 1 0 0 0 23 25 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 6 0 0 0 30 31 1 6 0 0 0 30 32 1 0 0 0 0 32 33 1 0 0 0 0 32 35 1 1 0 0 0 33 34 1 6 0 0 0 36 37 2 0 0 0 0 36 42 1 0 0 0 0 37 38 1 0 0 0 0 38 39 2 0 0 0 0 38 43 1 0 0 0 0 39 40 1 0 0 0 0 39 41 1 0 0 0 0 41 42 2 0 0 0 0 M END > 22326 > 2326 > 22326 > 19_NCTRER_v4b > C27H30O16 > 610.5244 > defined organic > parent > tested chemical > rutin > 153-18-4 > single chemical compound > stereochem > 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-mannopyranoside > OC2=CC1=C(C(O)=C2)C(C(O[C@@H]4O[C@@H]([C@H]([C@H](O)[C@H]4O)O)CO[C@H]3[C@H](O)[C@H](O)[C@H]([C@H](C)O3)O)=C(C5=CC(O)=C(C=C5)O)O1)=O > OC2=CC1=C(C(O)=C2)C(C(O[C@@H]4O[C@@H]([C@H]([C@H](O)[C@H]4O)O)CO[C@H]3[C@H](O)[C@H](O)[C@H]([C@H](C)O3)O)=C(C5=CC(O)=C(C=C5)O)O1)=O > InChI=1/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1 > IKGXIBQEEMLURG-NVPNHPEKBW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.00008 > -4.09 > 24 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > -1.11 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 1.9926 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6675 -1.1457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9926 -1.1457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6601 -2.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9851 -2.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6427 -1.1457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9777 -1.1457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6353 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6353 -2.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9703 -2.3014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6378 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9703 -4.6028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6353 -4.6028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9777 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6427 -3.4571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9628 -3.4571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 M END > 22327 > 2327 > 22327 > 20_NCTRER_v4b > C15H10O3 > 238.2381 > defined organic > parent > tested chemical > 6-hydroxyflavone > 6665-83-4 > single chemical compound > 6-hydroxy-2-phenyl-4H-chromen-4-one > O=C(C2=CC(O)=CC=C2O3)C=C3C1=CC=CC=C1 > O=C(C2=CC(O)=CC=C2O3)C=C3C1=CC=CC=C1 > InChI=1/C15H10O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9,16H > GPZYYYGYCRFPBU-UHFFFAOYAV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.00038 > -3.41 > 32 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 3.03 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 1.9961 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9961 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6614 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9922 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6489 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9796 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6450 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6450 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9757 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6411 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9757 -4.6057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6450 -4.6057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9796 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6489 -3.4564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6411 -5.7549 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 M END > 22328 > 2328 > 22328 > 21_NCTRER_v4b > C15H10O3 > 238.2381 > defined organic > parent > tested chemical > 7-hydroxyflavone > 6665-86-7 > single chemical compound > 7-hydroxy-2-phenyl-4H-chromen-4-one > O=C(C2=CC=C(O)C=C2O3)C=C3C1=CC=CC=C1 > O=C(C2=CC=C(O)C=C2O3)C=C3C1=CC=CC=C1 > InChI=1/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H > MQGPSCMMNJKMHQ-UHFFFAOYAF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 3.03 $$$$ 24 27 0 0 1 0 0 0 0 0 1 V2000 6.8865 -1.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8865 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -5.6466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -1.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -1.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2925 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6466 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2925 -5.6466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1443 -3.4076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9203 -2.3371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1443 -1.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5546 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8865 -0.2855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -2.4709 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -4.3620 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9489 -4.3620 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -2.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 6 0 0 0 M END > 22329 > 2329 > 22329 > 22_NCTRER_v4b > C19H28O2 > 288.4244 > defined organic > parent > tested chemical > alpha epitestosterone > 481-30-1 > single chemical compound > stereochem > (17alpha)-17-hydroxyandrost-4-en-3-one > C[C@]43CCC(=O)\C=C4\CC[C@@H]1[C@@H]3CC[C@]2(C)[C@H](O)CC[C@@H]12 > C[C@]43CCC(=O)\C=C4\CC[C@@H]1[C@@H]3CC[C@]2(C)[C@H](O)CC[C@@H]12 > InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1 > MUMGGOZAMZWBJJ-KZYORJDKBD > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0 > -10000 > 0 > inactive > inactive > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.27 > same 2D structure beta form [58-22-0] $$$$ 18 21 0 0 0 0 0 0 0 0 1 V2000 4.3850 -2.1587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2104 -2.1095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1821 -0.9164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1845 -3.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3567 -1.7958 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5400 -3.2473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9188 -2.6568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8869 -3.2473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3887 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.0615 -0.3260 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6126 -4.2128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1501 -2.7798 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3653 -3.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6052 -4.8340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7073 -2.0726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2657 -4.4404 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.5449 -5.2337 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 4 12 1 0 0 0 0 6 13 1 0 0 0 0 6 8 1 0 0 0 0 7 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 8 11 1 0 0 0 0 11 17 1 0 0 0 0 13 18 1 0 0 0 0 13 14 1 0 0 0 0 15 18 2 0 0 0 0 M END > 22330 > 40 > 20040 > 23_NCTRER_v4b > C12H8Cl6 > 364.9099 > defined organic > parent > tested chemical > aldrin > 309-00-2 > single chemical compound > stereochem > 1,2,3,4,10,10-hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene > ClC(C(Cl)(Cl)C43Cl)(C(Cl)=C4Cl)C1C3C2C=CC1C2 > ClC(C(Cl)(Cl)C43Cl)(C(Cl)=C4Cl)C1C3C2C=CC1C2 > InChI=1/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2 > QBYJBZPUGVGKQQ-UHFFFAOYAT > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 0 > 0 > 0 > 6.75 $$$$ 11 11 0 0 0 0 0 0 0 0 1 V2000 2.3070 -2.6659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3024 -3.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4582 -1.9994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4489 -4.6607 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1605 -1.9948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1465 -4.6514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4582 -0.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6094 -2.6659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6281 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0093 -2.6566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 2 4 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 3 8 1 0 0 0 0 5 10 2 0 0 0 0 6 11 2 0 0 0 0 7 9 1 0 0 0 0 10 11 1 0 0 0 0 M END > 22331 > 2331 > 22331 > 24_NCTRER_v4b > C10H14O > 150.2176 > defined organic > parent > tested chemical > 2-sec-butylphenol > 89-72-5 > single chemical compound > 2-sec-butylphenol > C1(=C(O)C=CC=C1)C(CC)C > C1(=C(O)C=CC=C1)C(CC)C > InChI=1/C10H14O/c1-3-8(2)9-6-4-5-7-10(9)11/h4-8,11H,3H2,1-2H3 > NGFPWHGISWUQOI-UHFFFAOYAN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.00028 > -3.54 > 30 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 3.46 $$$$ 11 11 0 0 0 0 0 0 0 0 1 V2000 2.3036 -2.6491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2978 -3.9852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4611 -1.9868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6071 -3.9909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1518 -1.9868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4496 -4.6532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6071 -2.6548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7589 -4.6589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1518 -0.6508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0173 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 4 6 2 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 9 11 1 0 0 0 0 M END > 22332 > 2332 > 22332 > 25_NCTRER_v4b > C10H14O > 150.2176 > defined organic > parent > tested chemical > 4-sec-butylphenol > 99-71-8 > single chemical compound > 4-sec-butylphenol > C1(=CC=C(C=C1)O)C(CC)C > C1(=CC=C(C=C1)O)C(CC)C > InChI=1/C10H14O/c1-3-8(2)9-4-6-10(11)7-5-9/h4-8,11H,3H2,1-2H3 > ZUTYZAFDFLLILI-UHFFFAOYAU > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.00042 > -3.37 > 32 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 3.46 $$$$ 10 10 0 0 0 0 0 0 0 0 1 V2000 1.1572 -2.6644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1572 -3.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3144 -2.0018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0093 -1.9925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3098 -4.6662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4437 -4.0083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0140 -0.6626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3191 -0.6719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1712 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 8 2 0 0 0 0 5 7 1 0 0 0 0 8 10 1 0 0 0 0 9 10 2 0 0 0 0 M END > 22333 > 2333 > 22333 > 26_NCTRER_v4b > C10H14 > 134.2182 > defined organic > parent > tested chemical > sec-butylbenzene > 135-98-8 > single chemical compound > sec-butylbenzene > C1(C(CC)C)=CC=CC=C1 > C1(C(CC)C)=CC=CC=C1 > InChI=1/C10H14/c1-3-9(2)10-7-5-4-6-8-10/h4-9H,3H2,1-2H3 > ZJMWRROPUADPEA-UHFFFAOYAQ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.94 $$$$ 16 16 0 0 0 0 0 0 0 0 1 V2000 6.6518 -5.7598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9880 -4.6120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6604 -4.6120 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9897 -5.7598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6604 -6.9146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6621 -5.7598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9983 -6.9146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6638 -6.9146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6638 -4.6120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9983 -4.6120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6621 -3.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9897 -3.4573 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9983 -2.3025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6621 -1.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9983 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 M END > 22334 > 1780 > 21780 > 27_NCTRER_v4b > C12H14O4 > 222.2372 > defined organic > parent > tested chemical > diethyl phthalate > 84-66-2 > single chemical compound > diethyl phthalate > CCOC(=O)C1=CC=CC=C1C(=O)OCC > CCOC(=O)C1=CC=CC=C1C(=O)OCC > InChI=1/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3 > FLKPEMZONWLCSK-UHFFFAOYAV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.65 $$$$ 21 22 0 0 0 0 0 0 0 0 1 V2000 4.4361 -1.3366 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7611 -1.3366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7611 -2.6616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9133 -3.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0656 -2.6616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2178 -3.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2178 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0656 -5.3233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9133 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3700 -5.3233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5222 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6089 -3.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6089 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4567 -5.3233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3044 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3044 -3.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4567 -2.6616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1522 -5.3233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7611 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.0862 -1.3366 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 20 1 0 0 0 0 2 21 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 9 2 0 0 0 0 10 11 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 18 19 1 0 0 0 0 M END > 22335 > 827 > 20827 > 28_NCTRER_v4b > C16H15Cl3O2 > 345.6481 > defined organic > parent > tested chemical > p,p'-methoxychlor > 72-43-5 > single chemical compound > 1,1'-(2,2,2-trichloroethane-1,1-diyl)bis[4-(methyloxy)benzene] > ClC(C(C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC)(Cl)Cl > ClC(C(C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC)(Cl)Cl > InChI=1/C16H15Cl3O2/c1-20-13-7-3-11(4-8-13)15(16(17,18)19)12-5-9-14(21-2)10-6-12/h3-10,15H,1-2H3 > IAKOZHOLGAGEJT-UHFFFAOYAO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -10000 > 0 > inactive > inactive > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 0 > 5.67 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 1.2603 -3.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2499 -2.1798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3755 -2.4810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5445 -2.9883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8603 -3.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7706 -2.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8724 -2.7981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2620 -3.6145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2474 -3.1707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4310 -4.2249 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.4456 -1.0939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0163 -0.1585 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.5499 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.5474 -1.2603 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9266 -2.2749 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.8724 -4.5499 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.9896 -4.0584 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.4335 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 4 1 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 3 5 1 0 0 0 0 3 6 1 0 0 0 0 4 5 1 0 0 0 0 4 17 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 M END > 22336 > 267 > 20267 > 29_NCTRER_v4b > C10H6Cl8 > 409.7786 > defined organic > parent > tested chemical > chlordane > 57-74-9 > single chemical compound > mixture of alpha- [5103-71-9] and beta-chlordane [5103-74-2], structure shown alpha-, stereochem > 1,2,4,5,6,7,8,8-octachloro-2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoindene > ClC2(C(Cl)3Cl)C(Cl)=C(Cl)C3(Cl)C1CC(Cl)C(Cl)C12 > ClC2(C(Cl)3Cl)C(Cl)=C(Cl)C3(Cl)C1CC(Cl)C(Cl)C12 > InChI=1/C10H6Cl8/c11-3-1-2-4(5(3)12)9(16)7(14)6(13)8(2,15)10(9,17)18/h2-5H,1H2 > BIWJNBZANLAXMG-UHFFFAOYAF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 0 > 0 > 0 > 6.26 $$$$ 14 14 0 0 0 0 0 0 0 0 1 V2000 3.4580 -3.9899 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6025 -3.3290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6025 -1.9990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7552 -1.3300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9078 -1.9990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9078 -3.3290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7552 -3.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0605 -3.9899 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.0605 -1.3300 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4580 -1.3300 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3053 -1.9990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 -1.3300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 M END > 22337 > 1388 > 21388 > 30_NCTRER_v4b > C8H5Cl3O3 > 255.4825 > defined organic > parent > tested chemical > 2,4,5-T > 93-76-5 > single chemical compound > (2,4,5-trichlorophenoxy)acetic acid > ClC1=C(C=C(C(=C1)Cl)Cl)OCC(=O)O > ClC1=C(C=C(C(=C1)Cl)Cl)OCC(=O)O > InChI=1/C8H5Cl3O3/c9-4-1-6(11)7(2-5(4)10)14-3-8(12)13/h1-2H,3H2,(H,12,13)/f/h12H > SMYMJHWAQXWPDB-XWKXFZRBCJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.26 $$$$ 22 26 0 0 0 0 0 0 0 0 1 V2000 2.0888 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6129 -3.1434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2727 -2.7488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8171 -4.2116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0888 -3.1434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2727 -4.2116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6129 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8171 -2.7488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8777 -4.9668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0895 -0.8641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5855 -2.7488 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.5656 -4.2116 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3336 -1.6738 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3953 -3.1434 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.5928 -2.7488 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3131 -3.1434 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.6129 -1.0070 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.2727 -4.8852 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.3341 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.6668 -5.9398 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.3616 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.8039 -1.4764 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 1 7 1 0 0 0 0 1 13 1 0 0 0 0 2 7 1 0 0 0 0 2 4 1 0 0 0 0 2 14 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 8 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 4 8 1 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 15 1 0 0 0 0 8 10 1 0 0 0 0 9 19 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 10 22 1 0 0 0 0 M END > 22338 > 895 > 20895 > 31_NCTRER_v4b > C10Cl12 > 545.543 > defined organic > parent > tested chemical > mirex > 2385-85-5 > single chemical compound > stereochem > 1,1a,2,2,3,3a,4,5,5,5a,5b,6-dodecachlorooctahydro-1H-1,3,4-(methanetriyl)cyclobuta[cd]pentalene > ClC53C1(Cl)C4(Cl)C2(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C2(Cl)C3(Cl)C4(Cl)Cl > ClC53C1(Cl)C4(Cl)C2(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C2(Cl)C3(Cl)C4(Cl)Cl > InChI=1/C10Cl12/c11-1-2(12)7(17)4(14)3(13,5(1,15)9(7,19)20)6(1,16)10(21,22)8(2,4)18 > GVYLCNUFSHDAAW-UHFFFAOYAV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analog to active kepone; replacement of carbonyl group with two chlorines eliminates binding. > 1 > 0 > 0 > 0 > 0 > 0 > 7.01 $$$$ 17 19 0 0 0 0 0 0 0 0 1 V2000 3.2392 -3.7118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1297 -2.2651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7637 -1.2104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1845 -4.2479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2248 -2.9337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9481 -4.1787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9885 -2.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7666 -2.4438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6974 -4.5418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3747 -4.8358 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2536 -1.3141 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6859 -0.4957 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.6081 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.4669 -5.3026 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3372 -2.5476 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.2536 -5.7637 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 1 6 1 0 0 0 0 1 11 1 0 0 0 0 2 3 1 0 0 0 0 2 12 1 0 0 0 0 2 7 1 0 0 0 0 2 5 1 0 0 0 0 3 13 1 0 0 0 0 3 14 1 0 0 0 0 4 5 2 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 17 1 0 0 0 0 M END > 22339 > 679 > 20679 > 32_NCTRER_v4b > C10H5Cl7 > 373.3177 > defined organic > parent > tested chemical > heptachlor > 76-44-8 > single chemical compound > stereochem > 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro-1H-4,7-methanoindene > ClC1/C=C\C2C1C3(Cl)C(/Cl)=C(/Cl)C2(Cl)C3(Cl)Cl > ClC1/C=C\C2C1C3(Cl)C(/Cl)=C(/Cl)C2(Cl)C3(Cl)Cl > InChI=1/C10H5Cl7/c11-4-2-1-3-5(4)9(15)7(13)6(12)8(3,14)10(9,16)17/h1-5H > FRCCEHPWNOQAEU-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 0 > 0 > 0 > 5.86 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 3.4589 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6038 -0.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6038 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9097 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0626 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9097 -4.6521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9097 -0.6611 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4589 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4589 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3059 -4.6521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1530 -3.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1530 -2.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3059 -1.9915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6521 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22340 > 372 > 20372 > 33_NCTRER_v4b > C14H10Cl4 > 320.0412 > defined organic > parent > tested chemical > o,p'-DDD > 53-19-0 > single chemical compound > 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene > ClC(C(C1=C(C=CC=C1)Cl)C2=CC=C(C=C2)Cl)Cl > ClC(C(C1=C(C=CC=C1)Cl)C2=CC=C(C=C2)Cl)Cl > InChI=1/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H > JWBOIMRXGHLCPP-UHFFFAOYAD > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -5000 > 5 > inconclusive > slight binder > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 1 > 5.87 $$$$ 16 16 0 0 0 0 0 0 0 0 1 V2000 4.6522 -3.4552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9899 -4.6043 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6573 -4.6043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -5.7614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6623 -5.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.9105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -3.4552 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6573 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9899 -2.3061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -1.1491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6573 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9848 -3.4552 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6471 -4.6043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9797 -4.6043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9848 -5.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 2 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 11 12 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 M END > 22341 > 2341 > 22341 > 34_NCTRER_v4b > C10H19N5O > 225.2908 > defined organic > parent > tested chemical > prometon > 1610-18-0 > single chemical compound > N,N'-diisopropyl-6-methoxy-1,3,5-triazine-2,4-diamine > C1(N=C(NC(C)C)N=C(N=1)OC)NC(C)C > C1(N=C(NC(C)C)N=C(N=1)OC)NC(C)C > InChI=1/C10H19N5O/c1-6(2)11-8-13-9(12-7(3)4)15-10(14-8)16-5/h6-7H,1-5H3,(H2,11,12,13,14,15)/f/h11-12H > ISEUFVQQFVOBCY-WYCIUFAECT > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.57 $$$$ 13 13 0 0 0 0 0 0 0 0 1 V2000 1.9952 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.6577 -1.1572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9905 -1.1572 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6529 -2.3065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9905 -3.4558 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6577 -3.4558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9952 -2.3065 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9952 -4.6130 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6624 -4.6130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9857 -2.3065 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6482 -3.4558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9810 -3.4558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 M END > 22342 > 1268 > 21268 > 35_NCTRER_v4b > C7H12ClN5 > 201.6567 > defined organic > parent > tested chemical > simazine > 122-34-9 > single chemical compound > 6-chloro-N,N'-diethyl-1,3,5-triazine-2,4-diamine > ClC1=NC(=NC(=N1)NCC)NCC > ClC1=NC(=NC(=N1)NCC)NCC > InChI=1/C7H12ClN5/c1-3-9-6-11-5(8)12-7(13-6)10-4-2/h3-4H2,1-2H3,(H2,9,10,11,12,13)/f/h9-10H > ODCWYMIRDDJXKW-XMBMESGPCW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.4 $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 5.9849 -3.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3166 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9899 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 -1.1471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 -3.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9899 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3166 -4.6084 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 -5.7555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9950 -5.7555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3267 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6084 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9950 -3.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3116 -3.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9799 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3116 -1.1471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9799 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3066 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9749 -3.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3066 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9799 -4.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 1 13 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 5 6 1 0 0 0 0 5 12 2 0 0 0 0 6 7 1 0 0 0 0 6 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22343 > 2343 > 22343 > 36_NCTRER_v4b > C16H12O4 > 268.2684 > defined organic > parent > tested chemical > 6-hydroxy-2'-methoxy flavone > NOCAS > single chemical compound > 6-hydroxy-2-(2-methoxyphenyl)-4H-chromen-4-one > C1(=CC(=O)C2C(O1)=CC=C(O)C=2)C3=C(OC)C=CC=C3 > C1(=CC(=O)C2C(O1)=CC=C(O)C=2)C3=C(OC)C=CC=C3 > InChI=1/C16H12O4/c1-19-14-5-3-2-4-11(14)16-9-13(18)12-8-10(17)6-7-15(12)20-16/h2-9,17H,1H3 > OOGPSPVFDWHSGX-UHFFFAOYAG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 3.11 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 3.9922 -3.4564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6489 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9922 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6614 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9961 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9961 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6614 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9961 -4.6057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -4.6057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9796 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6450 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9757 -1.1493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6411 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6411 -2.3072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9757 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6450 -3.4564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 2 3 1 0 0 0 0 2 12 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 6 7 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 12 13 1 0 0 0 0 12 18 2 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 M END > 22344 > 2344 > 22344 > 37_NCTRER_v4b > C15H12O3 > 240.258 > defined organic > parent > tested chemical > 3'-hydroxy flavanone > NOCAS > single chemical compound > 2-(3-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one > O1C(CC(=O)C2C1=CC=CC=2)C3C=C(O)C=CC=3 > O1C(CC(=O)C2C1=CC=CC=2)C3C=C(O)C=CC=3 > InChI=1/C15H12O3/c16-11-5-3-4-10(8-11)15-9-13(17)12-6-1-2-7-14(12)18-15/h1-8,15-16H,9H2 > JVSPTYZZNUXJHN-UHFFFAOYAU > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0.00165 > -2.78 > 39 > active > active weak > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 2.8 $$$$ 19 20 0 0 0 0 0 0 0 0 1 V2000 6.9074 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0600 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0600 -4.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9074 -5.3196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7549 -4.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7549 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 -1.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.9322 -1.3299 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.2724 -1.3299 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4577 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4577 -4.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 -5.3196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1526 -4.6587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1526 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 -2.6598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.3196 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 -5.3196 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 19 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 M END > 22345 > 2345 > 22345 > 38_NCTRER_v4b > C14H9Cl5 > 354.4863 > defined organic > parent > tested chemical > o,p'-DDT > 789-02-6 > single chemical compound > 1-chloro-2-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene > C1C=CC=C(C=1C(C(Cl)(Cl)Cl)C2=CC=C(C=C2)Cl)Cl > C1C=CC=C(C=1C(C(Cl)(Cl)Cl)C2=CC=C(C=C2)Cl)Cl > InChI=1/C14H9Cl5/c15-10-7-5-9(6-8-10)13(14(17,18)19)11-3-1-2-4-12(11)16/h1-8,13H > CVUGPAFCQJIYDT-UHFFFAOYAJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0.00141 > -2.85 > 38 > active > active weak > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 1 > 6.79 $$$$ 12 12 0 0 0 0 0 0 0 0 1 V2000 0.0000 -2.3036 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3300 -2.3036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9950 -1.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 -1.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9901 -2.3036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 -3.4581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9950 -3.4581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3300 -4.6072 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9901 -4.6072 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3201 -2.3036 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9901 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3300 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 M END > 22346 > 682 > 20682 > 39_NCTRER_v4b > C6Cl6 > 284.7822 > defined organic > parent > tested chemical > hexachlorobenzene > 118-74-1 > single chemical compound > hexachlorobenzene > ClC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl > ClC1=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl > InChI=1/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 > CKAPSXZOOQJIBF-UHFFFAOYAV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 1 > 0 > 0 > 0 > 5.86 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 3.4540 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6054 -0.6632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6054 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9080 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0594 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0594 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9080 -4.6514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2107 -4.6514 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4540 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4540 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3027 -4.6514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1513 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1513 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3027 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6514 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 9 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22347 > 373 > 20373 > 40_NCTRER_v4b > C14H10Cl4 > 320.0412 > defined organic > parent > tested chemical > p,p'-DDD > 72-54-8 > single chemical compound > 1,1'-(2,2-dichloroethane-1,1-diyl)bis(4-chlorobenzene) > ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)Cl > ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)Cl > InChI=1/C14H10Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8,13-14H > AHJKRLASYNVKDZ-UHFFFAOYAJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -10000 > 0 > inactive > inactive > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 0 > 5.87 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 3.4540 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6054 -0.6632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6054 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9080 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0594 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0594 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9080 -4.6514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2107 -4.6514 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4540 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4540 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3027 -4.6514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1513 -3.9882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1513 -2.6527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3027 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6514 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7567 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 9 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22348 > 374 > 20374 > 41_NCTRER_v4b > C14H8Cl4 > 318.0253 > defined organic > parent > tested chemical > p,p'-DDE > 72-55-9 > single chemical compound > 1,1'-(2,2-dichloroethene-1,1-diyl)bis(4-chlorobenzene) > ClC(=C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)Cl > ClC(=C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)Cl > InChI=1/C14H8Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8H > UCNVFOCBFJOQAL-UHFFFAOYAE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -10000 > 0 > inactive > inactive > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 0 > 6 $$$$ 19 20 0 0 0 0 0 0 0 0 1 V2000 3.2800 -1.3268 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 -1.3268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7585 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9102 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9102 -5.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7585 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2136 -5.3162 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4551 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4551 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3034 -5.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1517 -4.6529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1517 -3.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3034 -2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.3162 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.9336 -1.3268 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 18 1 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 9 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22349 > 375 > 20375 > 42_NCTRER_v4b > C14H9Cl5 > 354.4863 > defined organic > parent > tested chemical > p,p'-DDT > 50-29-3 > single chemical compound > 1,1'-(2,2,2-trichloroethane-1,1-diyl)bis(4-chlorobenzene) > ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)(Cl)Cl > ClC(C(C1=CC=C(C=C1)Cl)C2=CC=C(C=C2)Cl)(Cl)Cl > InChI=1/C14H9Cl5/c15-11-5-1-9(2-6-11)13(14(17,18)19)10-3-7-12(16)8-4-10/h1-8,13H > YVGGHNCTFXOJCH-UHFFFAOYAJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes DDTs > 0 > -10000 > 0 > inactive > inactive > 0.0087 > DDTs are strongest binders in class, 4-OH or o,p'-Cl critical; highest RBA with dichloroethenyl substitution at bridge atom adding rigidity, mimicking 7a substitution on E2 and enhancing H-bonding. > 1 > 1 > 0 > 0 > 0 > 0 > 6.79 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 7.3194 -3.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9878 -3.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3173 -2.3094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9950 -2.3094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3245 -3.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9928 -3.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3317 -2.3094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9928 -1.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3245 -1.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3094 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9878 -1.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3194 -1.1547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9806 -2.3094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3123 -2.3094 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9806 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3173 -4.6096 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9806 -4.6096 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 13 2 0 0 0 0 1 17 1 0 0 0 0 2 3 2 0 0 0 0 2 16 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22350 > 2350 > 22350 > 43_NCTRER_v4b > C12H6Cl4O > 307.9908 > defined organic > parent > tested chemical > 2,3,4,5-tetrachloro-4'-biphenylol > 67651-34-7 > single chemical compound > 2',3',4',5'-tetrachlorobiphenyl-4-ol > C1(C(=C(C2C=CC(=CC=2)O)C=C(C=1Cl)Cl)Cl)Cl > C1(C(=C(C2C=CC(=CC=2)O)C=C(C=1Cl)Cl)Cl)Cl > InChI=1/C12H6Cl4O/c13-9-5-8(10(14)12(16)11(9)15)6-1-3-7(17)4-2-6/h1-5,17H > RESKVBRHSNTJNG-UHFFFAOYAG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls PCBs > 0.23 > -0.64 > 63 > active > active medium > 0.0028 > PCBs are weak binders; 4-OH or o,p'-Cl critical although o,o',p,p' inactive; increased RBA with increased Cl substitution on B ring due to polarization of 4-OH. > 1 > 1 > 1 > 0 > 0 > 0 > 5.85 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 5.3209 -2.2975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9887 -2.2975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3266 -3.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9943 -3.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3322 -2.2975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9943 -1.1487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3266 -1.1487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9830 -1.1487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3152 -1.1487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9774 -2.2975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3152 -3.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9830 -3.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9774 -4.6029 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3209 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 2 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 M END > 22351 > 2351 > 22351 > 44_NCTRER_v4b > C12H8Cl2O > 239.1006 > defined organic > parent > tested chemical > 2,5-dichloro-4'-biphenylol > 53905-28-5 > single chemical compound > 2',5'-dichlorobiphenyl-4-ol > C1(C2=CC=C(C=C2)O)=C(C=CC(=C1)Cl)Cl > C1(C2=CC=C(C=C2)O)=C(C=CC(=C1)Cl)Cl > InChI=1/C12H8Cl2O/c13-9-3-6-12(14)11(7-9)8-1-4-10(15)5-2-8/h1-7,15H > BTORSXCJJIWNIS-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls PCBs > 0.0363 > -1.44 > 54 > active > active medium > 0.0028 > PCBs are weak binders; 4-OH or o,p'-Cl critical although o,o',p,p' inactive; increased RBA with increased Cl substitution on B ring due to polarization of 4-OH. > 1 > 1 > 1 > 0 > 0 > 0 > 4.57 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 7.9819 -2.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3206 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9887 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3182 -2.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9956 -2.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9931 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3319 -4.6103 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3319 -2.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9931 -1.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 -1.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3319 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3098 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9887 -1.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3206 -1.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 -4.6103 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 9.3137 -2.3098 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 15 1 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 17 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 M END > 22352 > 2352 > 22352 > 45_NCTRER_v4b > C12H6Cl4O2 > 323.9868 > defined organic > parent > tested chemical > 3,3',5,5'-tetrachloro-4,4'-biphenyldiol > 13049-13-3 > single chemical compound > 3,3',5,5'-tetrachlorobiphenyl-4,4'-diol > C1(=C(C=C(C2C=C(Cl)C(=C(C=2)Cl)O)C=C1Cl)Cl)O > C1(=C(C=C(C2C=C(Cl)C(=C(C=2)Cl)O)C=C1Cl)Cl)O > InChI=1/C12H6Cl4O2/c13-7-1-5(2-8(14)11(7)17)6-3-9(15)12(18)10(16)4-6/h1-4,17-18H > YCYDXOVJXVALHY-UHFFFAOYAL > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls PCBs > 0.00056 > -3.25 > 34 > active > active weak > 0.0028 > PCBs are weak binders; 4-OH or o,p'-Cl critical although o,o',p,p' inactive; increased RBA with increased Cl substitution on B ring due to polarization of 4-OH. > 1 > 1 > 1 > 0 > 0 > 0 > 5.37 $$$$ 14 15 0 0 0 0 0 0 0 0 1 V2000 3.3259 -1.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9879 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3259 -3.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9939 -3.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3319 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9939 -1.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3198 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9818 -1.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3137 -1.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9757 -2.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3137 -3.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9818 -3.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9879 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 8 9 1 0 0 0 0 8 13 2 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 M END > 22353 > 2353 > 22353 > 46_NCTRER_v4b > C12H9ClO > 204.6555 > defined organic > parent > tested chemical > 2-chloro-4-biphenylol > 92-04-6 > single chemical compound > 2-chlorobiphenyl-4-ol > C1(=C(C=CC(=C1)O)C2C=CC=CC=2)Cl > C1(=C(C=CC(=C1)O)C2C=CC=CC=2)Cl > InChI=1/C12H9ClO/c13-12-8-10(14)6-7-11(12)9-4-2-1-3-5-9/h1-8,14H > MXORDJXBRHNWBE-UHFFFAOYAZ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls PCBs > 0.00169 > -2.77 > 39 > active > active weak > 0.0028 > PCBs are weak binders; 4-OH or o,p'-Cl critical although o,o',p,p' inactive; increased RBA with increased Cl substitution on B ring due to polarization of 4-OH. > 1 > 1 > 1 > 0 > 0 > 0 > 3.92 $$$$ 14 15 0 0 0 0 0 0 0 0 1 V2000 3.9963 -1.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3190 -1.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9897 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3218 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9832 -1.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3218 -2.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9897 -2.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3153 -1.1458 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.3256 -2.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9935 -2.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3321 -1.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9935 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3256 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.1458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 2 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 13 2 0 0 0 0 M END > 22354 > 2354 > 22354 > 47_NCTRER_v4b > C12H9ClO > 204.6555 > defined organic > parent > tested chemical > 4-chloro-4'-biphenylol > 28034-99-3 > single chemical compound > 4'-chlorobiphenyl-4-ol > C1(C2=CC=C(C=C2)Cl)=CC=C(C=C1)O > C1(C2=CC=C(C=C2)Cl)=CC=C(C=C1)O > InChI=1/C12H9ClO/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8,14H > ICVFJPSNAUMFCW-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls PCBs > 0.0066 > -2.18 > 46 > active > active weak > 0.0028 > PCBs are weak binders; 4-OH or o,p'-Cl critical although o,o',p,p' inactive; increased RBA with increased Cl substitution on B ring due to polarization of 4-OH. > 1 > 1 > 1 > 0 > 0 > 0 > 3.92 $$$$ 11 11 0 0 0 0 0 0 0 0 1 V2000 5.3217 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9913 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -2.4813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9956 -2.4813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3304 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.3304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9956 -0.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -0.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3217 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6521 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3217 -2.6609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 10 1 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 7 8 2 0 0 0 0 M END > 22355 > 221 > 20221 > 48_NCTRER_v4b > C10H14O > 150.2176 > defined organic > parent > tested chemical > 4-tert-butylphenol > 98-54-4 > single chemical compound > 4-(1,1-dimethylethyl)phenol > C(C1=CC=C(O)C=C1)(C)(C)C > C(C1=CC=C(O)C=C1)(C)(C)C > InChI=1/C10H14O/c1-10(2,3)8-4-6-9(11)7-5-8/h4-7,11H,1-3H3 > QHPQWRBYOIRBIT-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.00024 > -3.61 > 30 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 3.42 $$$$ 14 14 0 0 0 0 0 0 0 0 1 V2000 5.9846 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.3223 -1.1570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9846 -2.3061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3223 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9898 -3.4551 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3275 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9898 -1.1570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -2.3061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3326 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -4.6122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9846 -4.6122 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3172 -4.6122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9795 -5.7612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22356 > 112 > 20112 > 49_NCTRER_v4b > C8H14ClN5 > 215.6833 > defined organic > parent > tested chemical > atrazine > 1912-24-9 > single chemical compound > 6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine > ClC1=NC(=NC(=N1)NC(C)C)NCC > ClC1=NC(=NC(=N1)NC(C)C)NCC > InChI=1/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)/f/h10-11H > MXWJVTOOROXGIU-PZWAIHAUCQ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.82 $$$$ 19 21 0 0 0 0 0 0 0 0 1 V2000 1.8155 -4.4809 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2461 -3.4329 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.9873 -4.6872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7082 -2.3436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8703 -3.9033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8208 -2.7150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8552 -2.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.2101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3639 -3.2101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5124 -1.9062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9483 -3.8455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2206 -2.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6377 -0.7509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4517 -4.5965 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.2522 -2.1373 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.9100 -4.1013 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.3789 -1.3369 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1659 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.8785 -0.1238 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 2 8 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 9 11 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 M END > 22357 > 560 > 22357 > 50_NCTRER_v4b > C9H6Cl6O3S > 406.9226 > defined organic > parent > representative isomer in mixture > endosulfan, technical grade > 115-29-7 > mixture or formulation > mixture of alpha- [959-98-8] and beta-endosulfan [33213-65-9], structure shown alpha-, stereochem > 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide > Cl\C2=C(/Cl)C3(Cl)C1COS(=O)OCC1C2(Cl)C3(Cl)Cl > Cl\C2=C(/Cl)C3(Cl)C1COS(=O)OCC1C2(Cl)C3(Cl)Cl > InChI=1/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2 > RDYMFSUJUZBWLH-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 1 > 0 > 0 > 3.5 $$$$ 21 25 0 0 0 0 0 0 0 0 1 V2000 3.0763 -2.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7125 -3.8741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0351 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6781 -3.1304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7125 -2.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6781 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0763 -3.8741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0351 -3.1304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8416 -1.1359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0818 -4.0837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.7531 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4942 -0.8181 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.0844 -4.6652 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3068 -2.7856 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.4002 -2.4813 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.5577 -2.5016 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.1446 -0.7032 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4008 -4.7531 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.2440 -2.8600 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.2270 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.7611 -1.8187 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 1 7 1 0 0 0 0 1 15 1 0 0 0 0 2 7 1 0 0 0 0 2 4 1 0 0 0 0 2 13 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 8 1 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 4 8 1 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 8 10 1 0 0 0 0 9 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 2 0 0 0 0 M END > 22358 > 770 > 20770 > 51_NCTRER_v4b > C10Cl10O > 490.6364 > defined organic > parent > tested chemical > kepone > 143-50-0 > single chemical compound > stereochem > 1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-2H-1,3,4-(methanetriyl)cyclobuta[cd]pentalen-2-one > ClC54C(=O)C1(Cl)C2(Cl)C5(Cl)C3(Cl)C4(Cl)C1(Cl)C2(Cl)C3(Cl)Cl > ClC54C(=O)C1(Cl)C2(Cl)C5(Cl)C3(Cl)C4(Cl)C1(Cl)C2(Cl)C3(Cl)Cl > InChI=1/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20 > LHHGDZSESBACKH-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0.013 > -1.89 > 49 > active > active medium > Unusual ER binding structure, when carbonyl replaced with chlorines as in mirex, binding eliminated; easily forms hydrate which should bind more easily to ER. > 1 > 0 > 0 > 1 > 0 > 1 > 4.91 $$$$ 12 12 0 0 1 0 0 0 0 0 1 V2000 1.1740 -3.2945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1740 -1.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3215 -3.9555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9766 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3215 -1.3273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.3009 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4425 -3.2945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3215 -5.2881 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4425 -1.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3215 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6165 -3.9766 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6165 -1.3009 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 4 1 1 0 0 0 2 5 1 0 0 0 0 2 6 1 6 0 0 0 3 7 1 0 0 0 0 3 8 1 1 0 0 0 5 9 1 0 0 0 0 5 10 1 1 0 0 0 7 11 1 6 0 0 0 7 9 1 0 0 0 0 9 12 1 1 0 0 0 M END > 22359 > 686 > 20686 > 52_NCTRER_v4b > C6H6Cl6 > 290.8298 > defined organic > parent > tested chemical > lindane (gamma-HCH) > 58-89-9 > single chemical compound > stereochem > (1r,2R,3S,4r,5R,6S)-1,2,3,4,5,6-hexachlorocyclohexane > Cl[C@@H]1[C@@H](Cl)[C@H](Cl)[C@H](Cl)[C@@H](Cl)[C@@H]1Cl > Cl[C@@H]1[C@@H](Cl)[C@H](Cl)[C@H](Cl)[C@@H](Cl)[C@@H]1Cl > InChI=1/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+ > JLYXXMFPNIAWKQ-GNIYUCBRBU > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 0 > 0 > 0 > 4.26 $$$$ 15 15 0 0 0 0 0 0 0 0 1 V2000 3.1745 -1.1743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2807 -1.8032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3792 -1.1743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4778 -1.8032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4778 -3.0684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3792 -3.7124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2807 -3.0684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5764 -3.7124 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5381 -2.2729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2804 -2.2729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2728 -0.8258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9925 -3.7276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3638 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8185 -0.0758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 14 1 0 0 0 0 1 15 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 M END > 22360 > 2360 > 22360 > 53_NCTRER_v4b > C14H22O > 206.3272 > defined organic > parent > tested chemical > 4-t-octylphenol > 140-66-9 > single chemical compound > 4-(1,1,3,3-tetramethylbutyl)phenol > C(C1=CC=C(C=C1)O)(CC(C)(C)C)(C)C > C(C1=CC=C(C=C1)O)(CC(C)(C)C)(C)C > InChI=1/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3 > ISAVYTVYFVQUDY-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.015 > -1.82 > 50 > active > active medium > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 5.28 $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 3.9892 -2.3365 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7708 -1.2619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0408 -1.6771 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0408 -3.0041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7708 -3.4193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3637 -4.6812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3597 -2.8657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1412 -3.9404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3094 -4.3067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3637 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6622 -2.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9946 -3.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6676 -3.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6405 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6676 -1.1886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9946 -1.1886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0326 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 1 11 1 0 0 0 0 2 3 1 0 0 0 0 2 10 2 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 7 8 2 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 M END > 22361 > 2361 > 22361 > 54_NCTRER_v4b > C12H9Cl2NO3 > 286.1108 > defined organic > parent > tested chemical > vinclozolin > 50471-44-8 > single chemical compound > mixture of R,S isomers, structure shown without stereochem > 3-(3,5-dichlorophenyl)-5-methyl-5-vinyl-1,3-oxazolidine-2,4-dione > N1(C(OC(C1=O)(C=C)C)=O)C2=CC(Cl)=CC(=C2)Cl > N1(C(OC(C1=O)(C=C)C)=O)C2=CC(Cl)=CC(=C2)Cl > InChI=1/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3 > FSCWZHGZWWDELK-UHFFFAOYAN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.03 $$$$ 20 21 0 0 0 0 0 0 0 0 1 V2000 6.0553 -3.7463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3988 -2.6032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8482 -2.5919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1691 -3.7237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9807 -3.7011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3129 -2.5692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9581 -1.4261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2031 -1.4374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.5806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9874 -1.1431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3309 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3682 -3.7463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0360 -2.6032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3489 -2.6145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0053 -3.7463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3376 -4.8895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0246 -4.8895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3183 -3.7577 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3988 -4.8782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0553 -6.0213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 12 1 0 0 0 0 1 19 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 10 11 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 19 20 1 0 0 0 0 M END > 22362 > 465 > 20465 > 55_NCTRER_v4b > C18H20O2 > 268.3502 > defined organic > parent > tested chemical > diethylstilbestrol (DES) > 56-53-1 > single chemical compound > stereochem > 4,4'-(3E)-hex-3-ene-3,4-diyldiphenol > OC2=CC=C(C=C2)/C(CC)=C(CC)/C1=CC=C(O)C=C1 > OC2=CC=C(C=C2)/C(CC)=C(CC)/C1=CC=C(O)C=C1 > InChI=1/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+ > RGLYKWWBQGJZGM-ISLYRVAYBW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Derivatives > 398.1 > 2.6 > 100 > active > active strong > 2.14 > DES is one of highest affinity synthetic estrogens, loss of one or both OH or loss of ethyl substituents decreases RBA significantly. > 1 > 1 > 1 > 0 > 1 > 0 > 5.64 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 2.8233 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7620 -0.9386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7006 -1.8773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9744 -1.5867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8907 -2.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5108 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2295 -4.1419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3058 -3.1735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4494 -4.7751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8233 -1.8773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1660 -3.1660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2274 -4.1046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9386 -3.7620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5960 -2.4807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5346 -1.5346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.7006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7006 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 2 17 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 7 8 2 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 15 2 0 0 0 0 M END > 22363 > 182 > 20182 > 56_NCTRER_v4b > C15H16O2 > 228.2902 > defined organic > parent > tested chemical > bisphenol A > 80-05-7 > single chemical compound > 4,4'-propane-2,2-diyldiphenol > C(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(C)C > C(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(C)C > InChI=1/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3 > IISBACLAFKSPIT-UHFFFAOYAI > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.0078 > -2.11 > 46 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.64 $$$$ 25 28 0 0 1 0 0 0 0 0 1 V2000 6.8159 -1.6510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8159 -2.9665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6770 -3.6198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6770 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -5.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4079 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4079 -3.6198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -2.9665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -1.6510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6770 -0.9977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2690 -2.9665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1389 -3.6198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1389 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.5887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2690 -5.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0608 -3.3638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8289 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0608 -1.2449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4669 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8159 -0.2825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6770 -2.4368 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 -4.3173 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8777 -4.3173 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4079 -2.1807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4609 -6.6305 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 6 25 1 6 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22364 > 2364 > 22364 > 57_NCTRER_v4b > C19H30O2 > 290.4403 > defined organic > parent > tested chemical > 5alpha dihydrotestosterone > 521-18-6 > single chemical compound > stereochem > (5alpha,17beta)-17-hydroxyandrostan-3-one > O=C3C[C@@H]4CC[C@@H]2[C@H](CC[C@]1(C)[C@@H](O)CC[C@H]12)[C@@]4(C)CC3 > O=C3C[C@@H]4CC[C@@H]2[C@H](CC[C@]1(C)[C@@H](O)CC[C@H]12)[C@@]4(C)CC3 > InChI=1/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1 > NVKAWKQGWWIWPM-ABEVXSGRBZ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0.0013 > -2.89 > 38 > active > active weak > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.07 > same 2D structure beta form [571-22-2] $$$$ 23 26 0 0 1 0 0 0 0 0 1 V2000 6.9343 -1.7134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9343 -3.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7681 -3.6780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6289 -3.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4806 -3.6780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4806 -5.0146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7681 -1.0227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6289 -1.7134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7681 -5.0146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1992 -3.4178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3593 -3.0321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1992 -1.2828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6289 -5.6874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3593 -5.6874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9706 -2.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1931 -5.0146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1931 -3.6780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9343 -0.3588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5401 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7681 -2.3413 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6289 -4.3597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9343 -4.3597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 1 12 1 0 0 0 0 1 18 1 1 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 2 23 1 6 0 0 0 3 9 1 0 0 0 0 3 4 1 0 0 0 0 3 21 1 1 0 0 0 4 8 1 0 0 0 0 4 5 1 0 0 0 0 4 22 1 6 0 0 0 5 6 1 0 0 0 0 5 11 2 0 0 0 0 6 14 2 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 1 0 0 0 14 16 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 M END > 22365 > 573 > 20573 > 58_NCTRER_v4b > C18H24O2 > 272.382 > defined organic > parent > tested chemical > 17beta estradiol (E2) > 50-28-2 > single chemical compound > stereochem > (17beta)-estra-1(10),2,4-triene-3,17-diol > Oc3cc4CC[C@@H]1[C@H](CC[C@]2(C)[C@@H](O)CC[C@@H]12)c4cc3 > Oc3cc4CC[C@@H]1[C@H](CC[C@]2(C)[C@@H](O)CC[C@@H]12)c4cc3 > InChI=1/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1 > VOXZDWNPVJITMN-ZBRFXRBCBJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 100 > 2 > 93 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.94 > same 2D structure as alpha form [57-91-0] $$$$ 24 27 0 0 1 0 0 0 0 0 1 V2000 6.9336 -1.6818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9336 -3.0128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7780 -3.6835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7780 -5.0144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6224 -5.6851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4668 -5.0144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4668 -3.6835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6224 -3.0128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6224 -1.6818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7780 -1.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3112 -3.0128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1556 -3.6835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1556 -5.0144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3112 -5.6851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2026 -3.4255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9868 -2.3525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2026 -1.2691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6154 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9336 -0.2889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7780 -2.4866 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3178 -2.3525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6224 -4.3335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9336 -4.3335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 24 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 23 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 6 0 0 0 18 19 1 1 0 0 0 M END > 22366 > 2366 > 22366 > 59_NCTRER_v4b > C18H24O3 > 288.3814 > defined organic > parent > tested chemical > estriol > 50-27-1 > single chemical compound > stereochem > (16alpha,17beta)-estra-1,3,5(10)-triene-3,16,17-triol > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(C[C@H]([C@H]2O)O)[H])C > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(C[C@H]([C@H]2O)O)[H])C > InChI=1/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1 > PROQIPRRNZUXQM-ZXXIGWHRBN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 9.77 > 0.99 > 81 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 2.81 $$$$ 23 26 0 0 1 0 0 0 0 0 1 V2000 6.9113 -1.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9113 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -1.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -1.0116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3008 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1549 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1549 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3008 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1736 -3.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9524 -2.3455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1736 -1.2712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5854 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9113 -0.2865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -2.4798 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -4.3777 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9739 -4.3777 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 M END > 22367 > 2367 > 22367 > 60_NCTRER_v4b > C18H22O2 > 270.3661 > defined organic > parent > tested chemical > estrone > 53-16-7 > single chemical compound > stereochem > 3-hydroxyestra-1,3,5(10)-trien-17-one > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(CCC2=O)[H])C > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(CCC2=O)[H])C > InChI=1/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1 > DNXHEGUUPJUMQT-CBZIJGRNBW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 7.24 > 0.86 > 80 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.43 $$$$ 25 28 0 0 1 0 0 0 0 0 1 V2000 6.9859 -1.7358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9859 -3.0776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8145 -3.7485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6644 -3.0883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5036 -3.7698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2425 -1.3099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5036 -5.1116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5736 -1.3737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8145 -1.0756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6644 -1.7358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2425 -3.4929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8145 -5.1116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6492 -1.3737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3428 -3.0989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6644 -5.7719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0305 -2.3961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3428 -5.7719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1927 -5.1010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4342 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1927 -3.7698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9859 -0.3940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9859 -4.4194 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6644 -4.4301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8145 -2.3961 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 1 0 0 0 0 1 9 1 0 0 0 0 1 21 1 1 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 2 23 1 6 0 0 0 3 12 1 0 0 0 0 3 25 1 1 0 0 0 3 4 1 0 0 0 0 4 10 1 0 0 0 0 4 5 1 0 0 0 0 4 24 1 6 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 1 6 0 0 0 6 16 1 0 0 0 0 6 19 1 1 0 0 0 7 17 2 0 0 0 0 7 15 1 0 0 0 0 8 13 3 0 0 0 0 9 10 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 14 20 1 0 0 0 0 17 18 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 M END > 22368 > 576 > 20576 > 61_NCTRER_v4b > C20H24O2 > 296.4034 > defined organic > parent > tested chemical > ethynyl estradiol > 57-63-6 > single chemical compound > stereochem > (17beta)-17-ethynylestra-1(10),2,4-triene-3,17-diol > [H][C@]14[C@@]([C@]3([H])CC[C@@](O)(C#C)[C@](C)3CC4)([H])CCC2=CC(O)=CC=C12 > [H][C@]14[C@@]([C@]3([H])CC[C@@](O)(C#C)[C@](C)3CC4)([H])CCC2=CC(O)=CC=C12 > InChI=1/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1 > BFPYWIDHMRZLRN-SLHNCBLABF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 190.5 > 2.28 > 96 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 4.12 $$$$ 44 47 0 0 1 0 0 0 0 0 1 V2000 3.4655 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4655 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3023 -3.0536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3023 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1633 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1633 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6288 -3.0536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7678 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6288 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7678 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6288 -1.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7678 -1.0663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9311 -3.0536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9311 -1.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1913 -3.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9668 -2.3992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1913 -1.3087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6288 -4.3865 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7678 -2.3992 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9311 -4.3865 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9311 -0.3878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5306 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9311 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0701 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2334 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3724 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5356 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6989 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8622 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0012 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1644 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.3035 -5.0650 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 18.4667 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6058 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.7690 -5.7194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.9323 -5.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.0955 -4.3865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.3035 -3.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 24.2346 -3.7321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 23.7256 -5.5497 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 22.4170 -3.2474 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 21.2779 -3.9018 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 22.6108 -6.2040 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 7 1 0 0 0 0 1 2 2 0 0 0 0 2 4 1 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 4 6 2 0 0 0 0 5 6 1 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 6 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 8 20 1 1 0 0 0 9 10 1 0 0 0 0 10 24 1 6 0 0 0 11 12 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 6 0 0 0 14 17 1 0 0 0 0 14 22 1 1 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 23 1 1 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 28 29 1 0 0 0 0 29 30 1 0 0 0 0 30 31 1 0 0 0 0 31 32 1 0 0 0 0 32 33 1 0 0 0 0 33 34 1 0 0 0 0 33 39 2 0 0 0 0 34 35 1 0 0 0 0 35 36 1 0 0 0 0 36 37 1 0 0 0 0 37 38 1 0 0 0 0 37 43 1 0 0 0 0 37 44 1 0 0 0 0 38 40 1 0 0 0 0 38 41 1 0 0 0 0 38 42 1 0 0 0 0 M END > 22369 > 2369 > 22369 > 62_NCTRER_v4b > C32H47F5O3S > 606.7708 > defined organic > parent > tested chemical > ICI 182780 > 129453-61-8 > single chemical compound > stereochem > (7alpha,17beta)-7-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1,3,5(10)-triene-3,17-diol > OC1=CC3=C([C@@]2([H])CC[C@@]4(C)[C@](CC[C@@H]4O)([H])[C@@]([H])2[C@H](CCCCCCCCCS(CCCC(F)(F)C(F)(F)F)=O)C3)C=C1 > OC1=CC3=C([C@@]2([H])CC[C@@]4(C)[C@](CC[C@@H]4O)([H])[C@@]([H])2[C@H](CCCCCCCCCS(CCCC(F)(F)C(F)(F)F)=O)C3)C=C1 > InChI=1/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1 > VWUXBMIQPBEWFH-WCCTWKNTBI > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 37.15 > 1.57 > 88 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 9.09 > structure modified v4b $$$$ 26 29 0 0 1 0 0 0 0 0 1 V2000 6.9098 -2.7021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9098 -4.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7631 -4.6963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7631 -6.0224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6065 -6.6904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4599 -6.0224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4599 -4.6963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6065 -4.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6065 -2.7021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7631 -2.0340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3033 -4.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1566 -4.6963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1566 -6.0224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.6904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3033 -6.6904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1761 -4.4370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9638 -3.3602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1761 -2.2933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5849 -1.0270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9197 -1.3062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7631 -3.4998 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6065 -5.4042 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9796 -5.4042 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4599 -3.2305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1561 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9708 -1.0270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 M END > 22370 > 2370 > 22370 > 63_NCTRER_v4b > C21H30O2 > 314.4617 > defined organic > parent > tested chemical > progesterone > 57-83-0 > single chemical compound > stereochem > pregn-4-ene-3,20-dione > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@](CC1)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2C(=O)C)[H])C > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@](CC1)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2C(=O)C)[H])C > InChI=1/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1 > RJKFOVLPORLFTN-LEKSSAKUBC > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0 > -10000 > 0 > inactive > inactive > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.67 $$$$ 24 27 0 0 1 0 0 0 0 0 1 V2000 6.8865 -1.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8865 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -5.6466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -1.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -1.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2925 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -3.6573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -4.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6466 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2925 -5.6466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1443 -3.4076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9203 -2.3371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1443 -1.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5546 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8865 -0.2855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7358 -2.4709 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5850 -4.3620 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9489 -4.3620 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -2.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22371 > 2371 > 22371 > 64_NCTRER_v4b > C19H28O2 > 288.4244 > defined organic > parent > tested chemical > beta testosterone > 58-22-0 > single chemical compound > stereochem > (17beta)-17-hydroxyandrost-4-en-3-one > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@](CC1)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2O)[H])C > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@](CC1)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2O)[H])C > InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 > MUMGGOZAMZWBJJ-DYKIIFRCBC > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0 > -10000 > 0 > inactive > inactive > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.27 > same 2D structure alpha form [481-30-1] $$$$ 24 27 0 0 1 0 0 0 0 0 1 V2000 6.9732 -1.6779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9732 -3.0040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8186 -3.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8186 -4.9976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6729 -5.6652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5182 -4.9976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5182 -3.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6729 -3.0040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6729 -1.6779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8186 -1.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3725 -3.0040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2178 -3.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2178 -4.9976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0631 -5.6652 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3725 -5.6652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2362 -3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0210 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2362 -1.2629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6511 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9823 -0.2887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8186 -2.4718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6729 -4.3752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0364 -4.3752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.1483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22372 > 2372 > 22372 > 65_NCTRER_v4b > C18H24O3 > 288.3814 > defined organic > parent > tested chemical > 2-hydroxy-estradiol > 362-05-0 > single chemical compound > stereochem > (17beta)-estra-1,3,5(10)-triene-2,3,17-triol > OC1=C(O)C=C2C(CC[C@]([C@](CC[C@]([C@H](CC[C@@]34[H])O)4C)2[H])3[H])=C1 > OC1=C(O)C=C2C(CC[C@]([C@](CC[C@]([C@H](CC[C@@]34[H])O)4C)2[H])3[H])=C1 > InChI=1/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1 > DILDHNKDVHLEQB-XSSYPUMDBX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 29.51 > 1.47 > 87 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.46 $$$$ 16 16 0 0 0 0 0 0 0 0 1 V2000 0.0000 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1479 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3097 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4576 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6055 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7672 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9151 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0630 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2248 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3727 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3727 -0.6639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5206 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6823 -0.6639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8302 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6823 -1.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5206 -2.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 15 16 2 0 0 0 0 M END > 22373 > 1857 > 21857 > 66_NCTRER_v4b > C15H24O > 220.354 > defined organic > parent > representative isomer in mixture > nonylphenol > 25154-52-3 > mixture or formulation > mixture of o-, m-, p- isomers structure shown p- > 4-nonylphenol > CCCCCCCCCC1=CC=C(O)C=C1 > CCCCCCCCCC1=CC=C(O)C=C1 > InChI=1/C15H24O/c1-2-3-4-5-6-7-8-9-14-10-12-15(16)13-11-14/h10-13,16H,2-9H2,1H3 > IGFHQQFPSIBGKE-UHFFFAOYAO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.0295 > -1.53 > 53 > active > active medium > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 1 > 5.99 $$$$ 24 27 0 0 1 0 0 0 0 0 1 V2000 6.9182 -1.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9182 -3.0021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7622 -3.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7622 -5.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6062 -5.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4591 -5.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4591 -3.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6062 -3.0021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6062 -1.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7622 -1.0126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3031 -3.0021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1560 -3.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1560 -5.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3031 -5.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1817 -3.4143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9614 -2.3389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1817 -1.2636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5940 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9182 -0.2868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7622 -2.4733 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6062 -4.3821 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9809 -4.3821 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3031 -6.9630 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22374 > 2374 > 22374 > 67_NCTRER_v4b > C18H24O3 > 288.3814 > defined organic > parent > tested chemical > 4-hydroxy-estradiol > 5976-61-4 > single chemical compound > stereochem > (17beta)-estra-1,3,5(10)-triene-3,4,17-triol > O[C@@H]4[C@]3(C)[C@](CC4)([H])[C@]2([H])CCC1=C(O)C(O)=CC=C1[C@]([H])2CC3 > O[C@@H]4[C@]3(C)[C@](CC4)([H])[C@]2([H])CCC1=C(O)C(O)=CC=C1[C@]([H])2CC3 > InChI=1/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1 > QOZFCKXEVSGWGS-ZHIYBZGJBL > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 66.07 > 1.82 > 91 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.46 $$$$ 27 30 0 0 1 0 0 0 0 0 1 V2000 6.9432 -1.7086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7896 -3.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9432 -3.0581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6361 -3.0472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4934 -3.7001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7896 -1.0556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6361 -1.7086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2056 -1.2950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4934 -5.0387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5551 -1.3495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7896 -5.0278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2056 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8827 -1.3495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3289 -3.0472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6361 -5.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9783 -2.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3289 -5.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1753 -5.0278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4934 -1.0447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2056 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1753 -3.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9432 -0.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3289 -1.6977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7896 -2.3833 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9432 -4.3857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6361 -4.3749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 6 1 0 0 0 0 1 8 1 0 0 0 0 1 22 1 1 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 2 4 1 0 0 0 0 2 25 1 1 0 0 0 3 12 1 0 0 0 0 3 26 1 6 0 0 0 4 7 1 0 0 0 0 4 5 1 0 0 0 0 4 27 1 6 0 0 0 5 9 2 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 7 19 1 1 0 0 0 8 10 1 6 0 0 0 8 16 1 0 0 0 0 8 20 1 0 0 0 0 9 17 1 0 0 0 0 9 15 1 0 0 0 0 10 13 3 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 14 21 2 0 0 0 0 17 18 2 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END > 22375 > 2375 > 22375 > 68_NCTRER_v4b > C21H26O3 > 326.4293 > defined organic > parent > tested chemical > moxestrol > 34816-55-2 > single chemical compound > stereochem > (11beta,17beta)-17-ethynyl-11-methoxyestra-1,3,5(10)-triene-3,17-diol > O[C@@](C#C)3[C@]2(C)[C@](CC3)([H])[C@]1([H])CCC4=C(C=CC(O)=C4)[C@]([H])1[C@@H](OC)C2 > O[C@@](C#C)3[C@]2(C)[C@](CC3)([H])[C@]1([H])CCC4=C(C=CC(O)=C4)[C@]([H])1[C@@H](OC)C2 > InChI=1/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1 > MTMZZIPTQITGCY-OLGWUGKEBV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 13.8 > 1.14 > 83 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.28 > incorrect structure listed in Fig 1 of Main citation $$$$ 41 44 0 0 1 0 0 0 0 0 1 V2000 6.8696 -5.7126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0266 -5.0859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1595 -5.7609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3165 -5.1100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4494 -5.7850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6305 -5.1342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7634 -5.8091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9204 -5.1583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.0533 -5.8332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.2103 -5.1824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3432 -5.8573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.5001 -5.2065 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 20.6571 -5.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.8141 -5.2306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.9470 -5.9055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.1040 -5.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.4760 -3.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3190 -7.1830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9179 -1.6632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9179 -2.9889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7609 -3.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7609 -4.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -5.6644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4710 -4.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4710 -3.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -2.9889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -1.6632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7609 -1.0124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3140 -2.9889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1570 -3.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1570 -4.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3140 -5.6644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1713 -3.4228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9667 -2.3381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1713 -1.2534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6051 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9179 -0.2892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7609 -2.4586 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -4.3869 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9902 -4.3869 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 22 1 1 6 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 11 18 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 19 36 1 0 0 0 0 19 38 1 1 0 0 0 20 21 1 0 0 0 0 20 34 1 0 0 0 0 20 41 1 6 0 0 0 21 22 1 0 0 0 0 21 26 1 0 0 0 0 21 39 1 1 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 24 25 2 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 25 29 1 0 0 0 0 26 27 1 0 0 0 0 26 40 1 6 0 0 0 27 28 1 0 0 0 0 29 30 2 0 0 0 0 30 31 1 0 0 0 0 31 32 1 0 0 0 0 31 33 2 0 0 0 0 34 35 1 0 0 0 0 35 36 1 0 0 0 0 36 37 1 1 0 0 0 M END > 22376 > 2376 > 22376 > 69_NCTRER_v4b > C34H55NO3 > 525.8134 > defined organic > parent > tested chemical > ICI 164384 > 98007-99-9 > single chemical compound > stereochem > N-butyl-11-[(7alpha,17beta)-3,17-dihydroxyestra-1,3,5(10)-trien-7-yl]-N-methylundecanamide > O=C(N(C)CCCC)CCCCCCCCCC[C@H]2[C@@]1([H])[C@@](CC[C@@H]4O)([H])[C@]4(C)CC[C@@]([H])1C(C=CC(O)=C3)=C3C2 > O=C(N(C)CCCC)CCCCCCCCCC[C@H]2[C@@]1([H])[C@@](CC[C@@H]4O)([H])[C@]4(C)CC[C@@]([H])1C(C=CC(O)=C3)=C3C2 > InChI=1/C34H55NO3/c1-4-5-22-35(3)32(38)15-13-11-9-7-6-8-10-12-14-25-23-26-24-27(36)16-17-28(26)29-20-21-34(2)30(33(25)29)18-19-31(34)37/h16-17,24-25,29-31,33,36-37H,4-15,18-23H2,1-3H3/t25-,29-,30+,31+,33-,34+/m1/s1 > BVVFOLSZMQVDKV-KXQIQQEYBM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 14.45 > 1.16 > 83 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 8.94 > structure modified v4b $$$$ 23 26 0 0 1 0 0 0 0 0 1 V2000 6.9113 -1.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9113 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4556 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -1.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -1.0116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3008 -3.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1549 -3.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1549 -5.0044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3008 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1736 -3.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9524 -2.3455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1736 -1.2712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5854 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9113 -0.2865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7564 -2.4798 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6015 -4.3777 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9739 -4.3777 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 15 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 6 0 0 0 M END > 22377 > 2377 > 22377 > 70_NCTRER_v4b > C18H24O2 > 272.382 > defined organic > parent > tested chemical > 17alpha estradiol > 57-91-0 > single chemical compound > stereochem > (17alpha)-estra-1,3,5(10)-triene-3,17-diol > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(CC[C@@H]2O)[H])C > [C@]12([C@]([C@@]3(CCC4=C([C@@](CC1)3[H])C=CC(O)=C4)[H])(CC[C@@H]2O)[H])C > InChI=1/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1 > VOXZDWNPVJITMN-SFFUCWETBJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 3.09 > 0.49 > 76 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 1 > 0 > 0 > 1 > 3.94 > same 2D structure beta form [50-28-2] $$$$ 25 28 0 0 1 0 0 0 0 0 1 V2000 6.8353 -1.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8353 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -5.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -1.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -1.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2755 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1422 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1422 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2755 -5.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0837 -3.3822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8540 -2.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0837 -1.2484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4910 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8353 -0.2833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -2.4437 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -4.3296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8973 -4.3296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -2.1869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -6.5343 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 6 25 1 6 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 6 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22378 > 2378 > 22378 > 71_NCTRER_v4b > C19H32O2 > 292.4562 > defined organic > parent > tested chemical > 3alpha androstanediol > 1852-53-5 > single chemical compound > stereochem > (3alpha,5alpha,17beta)-androstane-3,17-diol > [C@]12([C@]([C@@]3(CC[C@@]4([C@@]([C@@](CC1)3[H])(CC[C@@H](O)C4)C)[H])[H])(CC[C@H]2O)[H])C > [C@]12([C@]([C@@]3(CC[C@@]4([C@@]([C@@](CC1)3[H])(CC[C@@H](O)C4)C)[H])[H])(CC[C@H]2O)[H])C > InChI=1/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-/m0/s1 > CBMYJHIOYJEBSB-KHOSGYARBM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0.0021 > -2.67 > 40 > active > active weak > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.98 > same 2D structure beta form [571-20-0] $$$$ 25 28 0 0 1 0 0 0 0 0 1 V2000 6.8353 -1.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8353 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -5.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -1.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -1.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2755 -2.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1422 -3.6301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1422 -4.9405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.6046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2755 -5.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0837 -3.3822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8540 -2.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0837 -1.2484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4910 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8353 -0.2833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6931 -2.4437 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5510 -4.3296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8973 -4.3296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -2.1869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4176 -6.5343 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 6 25 1 6 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 1 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 M END > 22379 > 2379 > 22379 > 72_NCTRER_v4b > C19H32O2 > 292.4562 > defined organic > parent > tested chemical > 3beta androstanediol > 571-20-0 > single chemical compound > stereochem > (3beta,5alpha,17beta)-androstane-3,17-diol > [H][C@@]1(CC4)[C@]([C@]3(C)[C@]4([H])C[C@@H](O)CC3)([H])CC[C@@]2(C)[C@]([H])1CC[C@@H]2O > [H][C@@]1(CC4)[C@]([C@]3(C)[C@]4([H])C[C@@H](O)CC3)([H])CC[C@@]2(C)[C@]([H])1CC[C@@H]2O > InChI=1/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1 > CBMYJHIOYJEBSB-YSZCXEEOBK > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0.12 > -0.92 > 60 > active > active medium > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 3.98 > same 2D structure alpha form [1852-53-5] $$$$ 23 24 0 0 0 0 0 0 0 0 1 V2000 5.3142 -2.2980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9856 -2.2980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3273 -1.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9856 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3142 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9844 -1.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3273 -3.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9856 -4.6080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3273 -5.7570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9988 -5.7570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3285 -6.9060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.9060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9988 -3.4470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9844 -3.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3130 -3.4470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9832 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3118 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9701 -3.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2986 -3.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9689 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2986 -5.7570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9701 -5.7570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3142 -4.6080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 7 8 1 0 0 0 0 7 13 2 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 14 15 1 0 0 0 0 14 23 2 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 M END > 22380 > 205 > 20205 > 73_NCTRER_v4b > C19H20O4 > 312.3597 > defined organic > parent > tested chemical > butylbenzylphthalate > 85-68-7 > single chemical compound > benzyl butyl phthalate > C1(=C(C=CC=C1)C(OCCCC)=O)C(OCC2=CC=CC=C2)=O > C1(=C(C=CC=C1)C(OCCCC)=O)C(OCC2=CC=CC=C2)=O > InChI=1/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3 > IRIAEXORFWYRCZ-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -5000 > 5 > inconclusive > slight binder > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 1 > 4.84 $$$$ 20 21 0 0 1 0 0 0 0 0 1 V2000 4.6071 -1.9937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7434 -2.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4399 -2.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8900 -1.9937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4399 -4.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8900 -0.6714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2932 -1.9937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0470 -2.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1363 -4.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1936 -0.6714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1363 -2.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0470 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1936 -1.9937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2932 -4.6588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3299 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6071 -0.6714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7434 -4.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4399 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8900 -4.6588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 17 1 1 0 0 0 2 4 1 0 0 0 0 2 18 1 6 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 8 2 0 0 0 0 5 14 1 0 0 0 0 6 12 2 0 0 0 0 7 11 2 0 0 0 0 8 13 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 9 14 2 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 10 12 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 M END > 22381 > 2381 > 22381 > 74_NCTRER_v4b > C18H22O2 > 270.3706 > defined organic > parent > tested chemical > meso hexestrol > 84-16-2 > single chemical compound > stereochem > 4-[(1R,2S)-1-ethyl-2-(4-hydroxyphenyl)butyl]phenol > OC2=CC=C(C=C2)[C@@H](CC)[C@@H](CC)C(C=C1)=CC=C1O > OC2=CC=C(C=C2)[C@@H](CC)[C@@H](CC)C(C=C1)=CC=C1O > InChI=1/C18H22O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,17-20H,3-4H2,1-2H3/t17-,18+ > PBBGSZCBWVPOOL-HDICACEKBE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Hexestrol derivatives > 301.1 > 2.48 > 98 > active > active strong > 2.14 > Hexestrols are less rigid than DES, less optimal when two OH binding sites but greater flexibility preferred when single OH binding site. > 1 > 1 > 1 > 0 > 1 > 0 > 5.6 > stereochem, hexestrol DL mixed isomer result (ER_RBA=3.6) not included in database; structure modified v4b $$$$ 20 21 0 0 0 0 0 0 0 0 1 V2000 5.7655 -2.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6228 -2.6698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4697 -2.0049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4593 -0.6856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3062 -0.0208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1531 -0.6648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1531 -2.0049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3166 -2.6698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6124 -3.9995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4697 -4.6747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9186 -2.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9290 -3.9995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0821 -4.6747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2351 -4.0202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2351 -2.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0717 -2.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3882 -4.6851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7759 -0.6856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9186 -0.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 1 0 0 0 0 1 19 2 0 0 0 0 2 3 1 0 0 0 0 2 10 2 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 7 8 2 0 0 0 0 10 11 1 0 0 0 0 12 13 1 0 0 0 0 12 17 2 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 19 20 1 0 0 0 0 M END > 22382 > 2382 > 22382 > 75_NCTRER_v4b > C18H18O2 > 266.339 > defined organic > parent > tested chemical > dienestrol > 84-17-3 > single chemical compound > stereochem > 4,4'-(2E,4E)-hexa-2,4-diene-3,4-diyldiphenol > OC(C=C1)=CC=C1/C(/C(C2=CC=C(O)C=C2)=C/C)=C\C > OC(C=C1)=CC=C1/C(/C(C2=CC=C(O)C=C2)=C/C)=C\C > InChI=1/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3+,18-4+ > NFDFQCUYFHCNBW-SCGPFSFSBL > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Hexestrol derivatives > 37.15 > 1.57 > 88 > active > active strong > 2.14 > Hexestrols are less rigid than DES, less optimal when two OH binding sites but greater flexibility preferred when single OH binding site. > 1 > 1 > 1 > 0 > 1 > 0 > 5.43 > Not in Fig 2B of Main citation, stereochem $$$$ 41 42 0 0 0 0 0 0 0 0 1 V2000 3.9906 -4.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6538 -4.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6491 -3.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6491 -5.7864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9953 -3.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9906 -2.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9859 -3.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9766 -1.1972 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9859 -1.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6491 -1.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6643 -2.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9953 -5.7864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6643 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9812 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6397 -1.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6585 -3.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6538 -2.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9859 -5.7864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9906 -6.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6350 -2.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6350 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6538 -6.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6491 -8.1010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9953 -1.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6643 -6.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6585 -1.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9859 -8.1010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6409 -4.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9578 -4.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.3040 -4.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6409 -5.5071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5036 -6.1655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.6456 -3.0329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2888 -3.0329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.3040 -1.9155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.6163 -3.0329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9578 -1.8556 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.9531 -3.0329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.6409 -2.8533 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.8381 -6.1655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 12 1 0 0 0 0 3 6 1 0 0 0 0 3 7 2 0 0 0 0 4 18 2 0 0 0 0 4 19 1 0 0 0 0 5 16 1 0 0 0 0 5 17 2 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 15 1 0 0 0 0 8 20 1 0 0 0 0 8 21 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 9 10 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 16 24 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 23 2 0 0 0 0 23 28 1 0 0 0 0 24 27 1 0 0 0 0 25 27 2 0 0 0 0 26 28 2 0 0 0 0 29 32 1 0 0 0 0 29 31 1 0 0 0 0 29 40 1 0 0 0 0 29 30 1 0 0 0 0 30 37 1 0 0 0 0 31 34 1 0 0 0 0 32 33 1 0 0 0 0 32 41 2 0 0 0 0 34 35 1 0 0 0 0 34 36 2 0 0 0 0 37 38 2 0 0 0 0 37 39 1 0 0 0 0 M END > 22383 > 1301 > 21301 > 76_NCTRER_v4b > C32H37NO8 > 563.6381 > defined organic > complex citric acid (C6H8O7) > tested chemical > tamoxifen citrate > 54965-24-1 > single chemical compound > stereochem > 2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate (salt) > CC/C(C2=CC=CC=C2)=C(C1=CC=CC=C1)/C(C=C3)=CC=C3OCCN(C)C.OC(C(CC(O)=O)(O)CC(O)=O)=O > CN(C)CCOC3=CC=C(C=C3)\C(C2=CC=CC=C2)=C(CC)/C1=CC=CC=C1 > InChI=1/C26H29NO.C6H8O7/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,4,19-20H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;/f/h;7,9,11H > FQZYTYWMLGAPFJ-AZWDOQOLDO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 1.62 > 0.21 > 73 > active > active strong > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 0 > 0 > 0 > 1 > 6.3 $$$$ 29 31 0 0 0 0 0 0 0 0 1 V2000 3.9882 -6.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6588 -6.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6582 -5.7536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6582 -8.0508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9888 -5.7536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9882 -4.6050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9876 -5.7536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9652 -1.1486 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9876 -3.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6582 -3.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6470 -4.6050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9888 -8.0508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6470 -2.2972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9764 -2.2972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6464 -1.1486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6594 -5.7536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6588 -4.6050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9876 -8.0508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9882 -9.2101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6352 -2.2972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6352 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6588 -9.2101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6582 -10.3587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9888 -3.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6470 -9.2101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6594 -3.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9876 -10.3587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 12 1 0 0 0 0 3 6 1 0 0 0 0 3 7 2 0 0 0 0 4 18 2 0 0 0 0 4 19 1 0 0 0 0 5 16 1 0 0 0 0 5 17 2 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 15 1 0 0 0 0 8 20 1 0 0 0 0 8 21 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 9 10 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 16 24 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 23 2 0 0 0 0 23 28 1 0 0 0 0 24 27 1 0 0 0 0 25 27 2 0 0 0 0 26 28 2 0 0 0 0 27 29 1 0 0 0 0 M END > 22384 > 2384 > 22384 > 77_NCTRER_v4b > C26H29NO2 > 387.514 > defined organic > parent > tested chemical > 4-hydroxy-tamoxifen > 68047-06-3 > single chemical compound > stereochem > 4-{(1Z)-1-[{4-[2-(dimethylamino)ethoxy]phenyl}(phenyl)methylene]propyl}phenol > OC3=CC=C(C=C3)/C(CC)=C(C1=CC=CC=C1)\C(C=C2)=CC=C2OCCN(C)C > OC3=CC=C(C=C3)/C(CC)=C(C1=CC=CC=C1)\C(C=C2)=CC=C2OCCN(C)C > InChI=1/C26H29NO2/c1-4-25(20-10-14-23(28)15-11-20)26(21-8-6-5-7-9-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25- > DODQJNMQWMSYGS-QPLCGJKRBG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 173.8 > 2.24 > 95 > active > active strong > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 1 > 0 > 1 > 0 > 5.82 $$$$ 42 43 0 0 0 0 0 0 0 0 1 V2000 5.8929 -9.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8929 -11.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7489 -11.9721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7489 -13.3023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5916 -11.3070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2232 -9.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8883 -11.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2232 -12.2780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2185 -11.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8929 -8.6465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0502 -7.9814 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7489 -7.9814 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5627 -9.9767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4586 -3.9907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4586 -2.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6026 -1.9953 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -1.9953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1573 -2.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1573 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -0.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6026 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7599 -3.9907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9172 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9172 -5.9860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7599 -6.6512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6026 -5.9860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0612 -6.6512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2185 -5.9860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2185 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3625 -3.9907 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.3625 -2.6605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2185 -1.9953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5198 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6771 -3.9907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -5.9860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1573 -6.6512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.9860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1573 -3.9907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 1 0 0 0 0 1 10 1 0 0 0 0 1 13 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 14 15 2 0 0 0 0 14 23 1 0 0 0 0 14 37 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 23 24 2 0 0 0 0 23 28 1 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 26 27 1 0 0 0 0 26 29 1 0 0 0 0 27 28 2 0 0 0 0 29 30 1 0 0 0 0 30 31 1 0 0 0 0 31 32 1 0 0 0 0 32 33 1 0 0 0 0 32 35 1 0 0 0 0 33 34 1 0 0 0 0 35 36 1 0 0 0 0 37 38 2 0 0 0 0 37 42 1 0 0 0 0 38 39 1 0 0 0 0 39 40 2 0 0 0 0 40 41 1 0 0 0 0 41 42 2 0 0 0 0 M END > 22385 > 337 > 20337 > 78_NCTRER_v4b > C32H36ClNO8 > 598.0913 > defined organic > complex citric acid (C6H8O7) > representative isomer in mixture > clomiphene citrate > 50-41-9 > mixture or formulation > parent [911-45-5], mixture of Z [7519-53-6],E [7599-79-3] isomers structure shown Z > 2-({4-[(Z)-2-chloro-1,2-diphenylethenyl]phenyl}oxy)-N,N-diethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate (salt) > C(CC(=O)O)(CC(=O)O)(C(=O)O)O.C(=C(/Cl)C1=CC=CC=C1)(/C2=CC=C(C=C2)OCCN(CC)CC)C3=CC=CC=C3 > C(=C(/Cl)C1=CC=CC=C1)(/C2=CC=C(C=C2)OCCN(CC)CC)C3=CC=CC=C3 > InChI=1/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;/f/h;7,9,11H > PYTMYKVIJXPNBD-AZWDOQOLDW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 0.724 > -0.14 > 69 > active > active medium > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 0 > 0 > 0 > 1 > 6.74 > NCTRER author communication citrate was tested not parent $$$$ 32 36 0 0 0 0 0 0 0 0 1 V2000 3.9903 -4.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3253 -3.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9952 -3.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3301 -4.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9952 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3253 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9903 -6.9084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3253 -8.0621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9952 -8.0621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3301 -9.2158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -9.2158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3301 -6.9084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9903 -2.3073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3253 -1.1537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9903 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3205 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9855 -1.1537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3205 -2.3073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3205 -4.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9855 -3.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3156 -3.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9807 -4.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3156 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9855 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3108 -4.6011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9759 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3060 -5.7548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9710 -6.9084 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.3011 -7.0442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5726 -8.3471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4189 -9.0122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4281 -8.1300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 19 1 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 9 12 2 0 0 0 0 10 11 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 28 29 1 0 0 0 0 28 32 1 0 0 0 0 29 30 1 0 0 0 0 30 31 1 0 0 0 0 31 32 1 0 0 0 0 M END > 22386 > 2386 > 22386 > 79_NCTRER_v4b > C29H31NO2 > 425.5619 > defined organic > parent > tested chemical > nafoxidine > 1845-11-0 > single chemical compound > 1-{2-[4-(6-methoxy-2-phenyl-3,4-dihydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine > C1(=C(CCC2=C1C=CC(OC)=C2)C3=CC=CC=C3)C4C=CC(=CC=4)OCCN5CCCC5 > C1(=C(CCC2=C1C=CC(OC)=C2)C3=CC=CC=C3)C4C=CC(=CC=4)OCCN5CCCC5 > InChI=1/C29H31NO2/c1-31-26-14-16-28-24(21-26)11-15-27(22-7-3-2-4-8-22)29(28)23-9-12-25(13-10-23)32-20-19-30-17-5-6-18-30/h2-4,7-10,12-14,16,21H,5-6,11,15,17-20H2,1H3 > JEYWNNAZDLFBFF-UHFFFAOYAN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 0.724 > -0.14 > 69 > active > active medium > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 0 > 0 > 0 > 1 > 7.2 $$$$ 22 24 0 0 0 0 0 0 0 0 1 V2000 5.9895 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3168 -4.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9895 -5.7591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3164 -5.7591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9798 -6.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3164 -8.0628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9895 -8.0628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3168 -6.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9798 -9.2146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9899 -4.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3265 -5.7591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9996 -5.7591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3269 -4.6073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9996 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3265 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3168 -2.3037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9895 -1.1518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3164 -1.1518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9798 -2.3037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3164 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9798 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 17 1 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 15 2 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 19 22 2 0 0 0 0 20 21 2 0 0 0 0 M END > 22387 > 2387 > 22387 > 80_NCTRER_v4b > C19H14O3 > 290.3127 > defined organic > parent > tested chemical > aurin > 603-45-2 > single chemical compound > 4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one > C1(=C(C2C=CC(=CC=2)O)C3=CC=C(C=C3)O)C=CC(C=C1)=O > C1(=C(C2C=CC(=CC=2)O)C3=CC=C(C=C3)O)C=CC(C=C1)=O > InChI=1/C19H14O3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20-21H > FYEHYMARPSSOBO-UHFFFAOYAG > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.0316 > -1.5 > 53 > active > active medium > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.03 $$$$ 20 20 0 0 0 0 0 0 0 0 1 V2000 8.6524 -6.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9862 -8.0727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6537 -8.0727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9875 -6.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6550 -6.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9974 -5.7712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9974 -8.0727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6649 -8.0727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9987 -6.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6662 -6.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9862 -5.7712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6537 -5.7712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9875 -4.6117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6537 -3.4610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6550 -4.6117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9974 -3.4610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6550 -2.3102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9974 -1.1594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6550 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 12 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 M END > 22388 > 1781 > 21781 > 81_NCTRER_v4b > C16H22O4 > 278.3435 > defined organic > parent > tested chemical > di-n-butyl phthalate (DBuP) > 84-74-2 > single chemical compound > dibutyl phthalate > C1=CC=C(C(=O)OCCCC)C(=C1)C(=O)OCCCC > C1=CC=C(C(=O)OCCCC)C(=C1)C(=O)OCCCC > InChI=1/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3 > DOIRQSBPFJWKBE-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 1 > 0 > 0 > 0 > 4.61 $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 5.7546 -3.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7546 -5.3194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -3.3287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6021 -3.3287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6021 -5.9884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4576 -5.3194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4576 -3.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -1.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6021 -1.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7546 -1.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -5.9884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3051 -5.9884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0597 -3.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0597 -1.3299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7546 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3051 -7.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1525 -5.3194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.9884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1525 -7.9791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -7.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 4 2 0 0 0 0 2 5 1 0 0 0 0 2 11 2 0 0 0 0 3 8 2 0 0 0 0 3 13 1 0 0 0 0 4 7 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 8 14 1 0 0 0 0 8 10 1 0 0 0 0 9 10 2 0 0 0 0 10 15 1 0 0 0 0 12 16 1 0 0 0 0 12 17 2 0 0 0 0 16 19 2 0 0 0 0 17 18 1 0 0 0 0 18 20 2 0 0 0 0 19 20 1 0 0 0 0 M END > 22389 > 2389 > 22389 > 82_NCTRER_v4b > C15H10O5 > 270.241 > defined organic > parent > tested chemical > baicalein > 491-67-8 > single chemical compound > 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one > C12C(C=C(OC=1C=C(O)C(=C2O)O)C3C=CC=CC=3)=O > C12C(C=C(OC=1C=C(O)C(=C2O)O)C3C=CC=CC=3)=O > InChI=1/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H > FXNFHKRTJBSTCS-UHFFFAOYAX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.0009 > -3.05 > 36 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 3.27 $$$$ 26 29 0 0 1 0 0 0 0 0 1 V2000 7.8775 -1.6364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8775 -2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7485 -3.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7485 -4.8838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6322 -5.5308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5032 -4.8838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5032 -3.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6322 -2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6322 -1.6364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7485 -0.9894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3743 -2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2453 -3.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2453 -4.8838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3743 -5.5308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1080 -3.3362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8818 -2.2833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1080 -1.2305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5139 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8775 -0.2791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7485 -2.4102 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6322 -4.2242 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8775 -4.2242 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0742 -1.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6852 -1.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1290 -5.5308 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.8838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 17 1 0 0 0 0 1 19 1 1 0 0 0 2 3 1 0 0 0 0 2 15 1 0 0 0 0 2 22 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 20 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 6 0 0 0 9 10 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 25 1 0 0 0 0 13 14 2 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 1 0 0 0 17 23 1 6 0 0 0 23 24 3 0 0 0 0 25 26 1 0 0 0 0 M END > 22390 > 814 > 20814 > 83_NCTRER_v4b > C21H26O2 > 310.4352 > defined organic > parent > tested chemical > mestranol > 72-33-3 > single chemical compound > stereochem > (17beta)-17-ethynyl-3-(methyloxy)estra-1,3,5(10)-trien-17-ol > COc3cc4CC[C@@H]1[C@H](CC[C@]2(C)[C@@](O)(CC[C@@H]12)C#C)c4cc3 > COc3cc4CC[C@@H]1[C@H](CC[C@]2(C)[C@@](O)(CC[C@@H]12)C#C)c4cc3 > InChI=1/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1 > IMSSROKUHAOUJS-MJCUULBUBS > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids With aromatic A ring > 2.24 > 0.35 > 74 > active > active strong > 1.24 > For steroids with phenolic A ring, 3OH and 17b OH H-bond centers optimal; 3OH loss gives greatest RBA reduction, steric bulk at 7a or 11b also leads to reduced RBA. > 1 > 1 > 0 > 0 > 0 > 1 > 4.68 $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 3.4507 -1.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6009 -1.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7615 -1.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7615 -3.3160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6009 -3.9895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4507 -3.3160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 -3.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1502 -3.3160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1502 -1.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 -1.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3004 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9117 -3.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -3.3160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2121 -3.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2121 -5.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0619 -5.9791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9117 -5.3159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3624 -5.9791 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6009 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 20 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 M END > 22391 > 2391 > 22391 > 84_NCTRER_v4b > C15H10O5 > 270.2369 > defined organic > parent > tested chemical > apigenin > 520-36-5 > single chemical compound > 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one > C12C(C=C(OC=1C=C(C=C2O)O)C3C=CC(=CC=3)O)=O > C12C(C=C(OC=1C=C(C=C2O)O)C3C=CC(=CC=3)O)=O > InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H > KZNIFHPLKGYRTM-UHFFFAOYAX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.028 > -1.55 > 53 > active > active medium > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 2.84 $$$$ 20 22 0 0 1 0 0 0 0 0 1 V2000 3.4518 -4.0116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6232 -4.6543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4518 -2.6848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6232 -2.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3220 -4.6543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7634 -4.0116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7634 -2.6848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3220 -2.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1817 -4.0116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1817 -2.6848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9140 -2.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6232 -5.9811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9140 -0.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0646 -2.6848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3220 -5.9811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2153 -0.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2153 -2.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0646 -0.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3659 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 2 12 2 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 7 1 0 0 0 0 5 9 2 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 7 11 1 6 0 0 0 8 10 2 0 0 0 0 9 10 1 0 0 0 0 10 19 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 16 18 2 0 0 0 0 M END > 22392 > 2392 > 22392 > 85_NCTRER_v4b > C15H12O5 > 272.2568 > defined organic > parent > tested chemical > naringenin > 480-41-1 > single chemical compound > stereochem > (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one > O=C1C(C(O)=CC(O)=C2)=C2O[C@H]([C@@]3=CC=C(O)C=C3)C1 > O=C1C(C(O)=CC(O)=C2)=C2O[C@H]([C@@]3=CC=C(O)C=C3)C1 > InChI=1/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1 > FTVWIRXFELQLPI-ZDUSSCGKBP > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0.0074 > -2.13 > 46 > active > active weak > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 2.61 > structure modified v4b $$$$ 20 21 0 0 0 0 0 0 0 0 1 V2000 8.0655 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2177 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3699 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3699 -3.3184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2177 -3.9866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0655 -3.3184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9132 -3.9866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5221 -3.9866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2177 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9132 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9132 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7610 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6088 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4566 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4566 -3.3184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3044 -3.9866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1522 -3.3184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1522 -1.9933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3044 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 19 2 0 0 0 0 M END > 22393 > 2393 > 22393 > 86_NCTRER_v4b > C15H14O5 > 274.2726 > defined organic > parent > tested chemical > phloretin > 60-82-2 > single chemical compound > 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one > C1(=C(C=C(C=C1O)O)O)C(=O)CCC2=CC=C(C=C2)O > C1(=C(C=C(C=C1O)O)O)C(=O)CCC2=CC=C(C=C2)O > InChI=1/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2 > VGEREEWJJVICBM-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Chalconoids > 0.069 > -1.16 > 57 > active > active medium > 0.019 > Chalconoids are weak binders; OH groups at 4,4' positions approx do-o in DES and E2, but flexibility reduces RBA 1000-fold; single OH reduces RBA 20-fold further. > 1 > 1 > 1 > 0 > 1 > 0 > 3.51 $$$$ 21 23 0 0 0 0 0 0 0 0 1 V2000 5.3168 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9876 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3290 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9998 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3292 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9998 -1.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3290 -1.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9876 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9876 -4.6103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3168 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9874 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3166 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9871 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3163 -2.3111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9749 -3.4607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3163 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9871 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3041 -3.4607 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9747 -4.6103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9874 -1.1496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 1 0 0 0 0 1 21 2 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 19 20 1 0 0 0 0 M END > 22394 > 2394 > 22394 > 87_NCTRER_v4b > C16H12O5 > 284.2678 > defined organic > parent > tested chemical > biochanin A > 491-80-5 > single chemical compound > 5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one > C1(C2=C(C=C(C=C2O)O)OC=C1C3C=CC(=CC=3)OC)=O > C1(C2=C(C=C(C=C2O)O)OC=C1C3C=CC(=CC=3)OC)=O > InChI=1/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3 > WUADCCWRTIWANL-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.0043 > -2.37 > 44 > active > active weak > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 3.41 $$$$ 23 24 0 0 1 0 0 0 0 0 1 V2000 4.6397 -0.2486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4561 -1.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4561 -3.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2607 -1.2073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2607 -3.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0771 -1.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0771 -3.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8351 -1.8938 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8351 -3.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6397 -1.2073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6397 -3.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2023 -1.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2023 -3.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0187 -1.2073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0187 -3.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5814 -1.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5814 -3.2667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3978 -1.2073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3978 -3.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2962 -0.2130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0306 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8360 -3.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 2 3 1 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 6 7 2 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 23 2 0 0 0 0 M END > 22395 > 2395 > 22395 > 88_NCTRER_v4b > C18H24O5 > 320.3802 > defined organic > parent > tested chemical > zearalanone > 5975-78-0 > single chemical compound > stereochem > (3S)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione > O=C1C(C(O)=CC(O)=C2)=C2CCCCCC(CCC[C@H](C)O1)=O > O=C1C(C(O)=CC(O)=C2)=C2CCCCCC(CCC[C@H](C)O1)=O > InChI=1/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,20-21H,2-9H2,1H3/t12-/m0/s1 > APJDQUGPCJRQRJ-LBPRGKRZBE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Mycoestrogens > 2.09 > 0.32 > 74 > active > active strong > 0.019 > Mycoestrogens are most active phytoestrogens; for same framework with 7-OH, RBAs are 100-fold higher for a isomers (do-o approx 11A) , as in E2 and DES, than for b isomers (do-o approx 10A). > 1 > 1 > 1 > 0 > 0 > 1 > 4.86 $$$$ 19 21 0 0 0 0 0 0 0 0 1 V2000 3.4549 -1.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6066 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7582 -1.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7582 -3.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6066 -3.9893 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4549 -3.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3033 -3.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1516 -3.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1516 -1.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3033 -1.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3033 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9893 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9098 -3.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0615 -3.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2131 -3.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2131 -5.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0615 -5.9885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9098 -5.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6066 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 19 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 M END > 22396 > 2396 > 22396 > 89_NCTRER_v4b > C15H10O4 > 254.2416 > defined organic > parent > tested chemical > chrysin > 480-40-0 > single chemical compound > 5,7-dihydroxy-2-phenyl-4H-chromen-4-one > C12C(C=C(OC=1C=C(C=C2O)O)C3C=CC=CC=3)=O > C12C(C=C(OC=1C=C(C=C2O)O)C3C=CC=CC=3)=O > InChI=1/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H > RTIXKCRFFJGDFG-UHFFFAOYAO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 3.32 $$$$ 21 23 0 0 0 0 0 0 0 0 1 V2000 4.6012 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6012 -1.3265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4509 -1.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4509 -3.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1503 -3.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1503 -1.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 -1.3265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3006 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6012 -3.9898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7619 -3.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7619 -1.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -1.3265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0625 -3.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2128 -3.9898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2128 -5.3163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0625 -5.9795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9122 -5.3163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3631 -5.9795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22397 > 768 > 20768 > 90_NCTRER_v4b > C15H10O6 > 286.2363 > defined organic > parent > tested chemical > kaempferol > 520-18-3 > single chemical compound > tautomers > 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one > O=C1C2=C(C=C(C=C2O)O)OC(=C1O)C3=CC=C(C=C3)O > O=C1C2=C(C=C(C=C2O)O)OC(=C1O)C3=CC=C(C=C3)O > InChI=1/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H > IYRMWMYZSQPJKC-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.0245 > -1.61 > 52 > active > active medium > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 1.96 $$$$ 22 24 0 0 0 0 0 0 0 0 1 V2000 5.7625 -3.3166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7625 -1.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6017 -1.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6017 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4513 -1.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4513 -3.3166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6017 -3.9902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3009 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1504 -3.3166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1504 -1.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3009 -1.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3009 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9130 -1.3266 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9130 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0634 -3.3166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2138 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2138 -5.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0634 -5.9802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9130 -5.3169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3643 -5.9802 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0634 -1.9899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 M END > 22398 > 2398 > 22398 > 91_NCTRER_v4b > C15H10O7 > 302.2398 > defined organic > parent > tested chemical > morin > 480-16-0 > single chemical compound > 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one > C1(=C(C(=O)C2=C(O1)C=C(C=C2O)O)O)C3=C(C=C(C=C3)O)O > C1(=C(C(=O)C2=C(O1)C=C(C=C2O)O)O)C3=C(C=C(C=C3)O)O > InChI=1/C15H10O7/c16-6-1-2-8(9(18)3-6)15-14(21)13(20)12-10(19)4-7(17)5-11(12)22-15/h1-5,16-19,21H > YXOLAZRVSSWPPT-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.00081 > -3.09 > 35 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 1.48 $$$$ 20 23 0 0 0 0 0 0 0 0 1 V2000 5.9924 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3254 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2111 -4.4396 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4249 -3.9038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2937 -2.5807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3653 -1.7934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5791 -2.3401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7213 -3.6633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9351 -4.1991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6387 -4.4396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9913 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3243 -4.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0011 -4.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3341 -3.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0011 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3243 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9913 -1.1482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3254 -1.1482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9924 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 8 10 2 0 0 0 0 11 12 1 0 0 0 0 11 16 2 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 M END > 22399 > 2399 > 22399 > 92_NCTRER_v4b > C15H8O5 > 268.221 > defined organic > parent > tested chemical > coumestrol > 479-13-0 > single chemical compound > 3,9-dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one > C12=C(OC3=C1C=CC(O)=C3)C4C=CC(=CC(OC2=O)=4)O > C12=C(OC3=C1C=CC(O)=C3)C4C=CC(=CC(OC2=O)=4)O > InChI=1/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H > ZZIALNLLNHEQPJ-UHFFFAOYAN > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Coumestans > 0.891 > -0.05 > 70 > active > active medium > 0.019 > RBA of coumestans approx 100-fold less than E2; coumestrol has similar framework to E2, whereas other class member has ethyl group functionally similar to DES. > 1 > 1 > 1 > 0 > 1 > 0 > 1.57 $$$$ 23 25 0 0 0 0 0 0 0 0 1 V2000 5.3164 -3.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9847 -4.6082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3113 -4.6082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9796 -5.7553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9796 -3.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3113 -2.3041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9847 -2.3041 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9796 -1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3062 -1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9744 -2.3041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3062 -3.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9744 -4.6082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9744 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3164 -5.7553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9898 -3.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3215 -4.6082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -4.6082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3266 -5.7553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3266 -3.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9949 -2.3041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3215 -2.3041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3266 -1.1471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 M END > 22400 > 2400 > 22400 > 93_NCTRER_v4b > C15H10O8 > 318.2392 > defined organic > parent > tested chemical > myricetin > 529-44-2 > single chemical compound > 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one > C1(=C(C(=O)C2=C(O1)C=C(C=C2O)O)O)C3=CC(O)=C(C(=C3)O)O > C1(=C(C(=O)C2=C(O1)C=C(C=C2O)O)O)C3=CC(O)=C(C(=C3)O)O > InChI=1/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H > IKMDFBPHZNJCSN-UHFFFAOYAK > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavones > 0.00177 > -2.75 > 39 > active > active weak > 0.019 > Flavones are weak binders, RBA optimized when OH groups in 6,4' positions approximately correspond to 4,4' OH positions in DES as in 3,6,4'-trihydroxyflavone. > 1 > 1 > 1 > 0 > 1 > 0 > 1.42 $$$$ 32 35 0 0 1 0 0 0 0 0 1 V2000 6.9177 -2.5143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4727 -4.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4727 -5.8064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9177 -3.8339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6257 -3.8339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7786 -4.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1679 -2.0975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6257 -6.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7786 -1.8197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7786 -5.8064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6257 -2.5143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1679 -4.1951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3198 -3.8339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9458 -3.1532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3198 -6.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1679 -0.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9177 -1.1668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1668 -4.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1668 -5.8064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4727 -3.1532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.4732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4460 -0.7640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2791 -0.0972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9871 -0.1667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5850 -0.0417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7519 -0.7223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8909 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7797 -2.1670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6257 -5.1674 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7786 -3.1532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9177 -5.1674 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1679 -3.4311 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 7 1 0 0 0 0 1 9 1 0 0 0 0 1 17 1 1 0 0 0 2 5 1 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 2 20 1 1 0 0 0 3 15 1 0 0 0 0 3 8 2 0 0 0 0 4 6 1 0 0 0 0 4 12 1 0 0 0 0 4 31 1 6 0 0 0 5 11 1 0 0 0 0 5 6 1 0 0 0 0 5 29 1 6 0 0 0 6 10 1 0 0 0 0 6 30 1 1 0 0 0 7 14 1 0 0 0 0 7 16 1 0 0 0 0 7 32 1 6 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 16 24 1 6 0 0 0 18 19 1 0 0 0 0 19 21 1 1 0 0 0 22 23 1 0 0 0 0 22 25 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 26 28 1 0 0 0 0 M END > 22401 > 2401 > 22401 > 94_NCTRER_v4b > C27H46O > 386.6535 > defined organic > parent > tested chemical > cholesterol > 57-88-5 > single chemical compound > stereochem > (3beta)-cholest-5-en-3-ol > O[C@@H]4CC([C@@](CC4)(C)[C@]([H])2CC3)=CC[C@@]2([H])[C@@]1([H])[C@@]3(C)[C@]([C@H](C)CCCC(C)C)([H])CC1 > O[C@@H]4CC([C@@](CC4)(C)[C@]([H])2CC3)=CC[C@@]2([H])[C@@]1([H])[C@@]3(C)[C@]([C@H](C)CCCC(C)C)([H])CC1 > InChI=1/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 > HVYWMOMLDIMFJA-DPAQBDIFBB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0 > -10000 > 0 > inactive > inactive > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 8.74 > structure modified v4b $$$$ 23 24 0 0 1 0 0 0 0 0 1 V2000 4.6030 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0552 -2.0023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0552 -3.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2060 -1.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2060 -3.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3567 -2.0023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3567 -3.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7422 -2.0023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7422 -3.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9045 -1.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9045 -3.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4522 -2.0023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4522 -3.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6030 -1.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6030 -3.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -2.0023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1507 -3.3257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3015 -1.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3015 -3.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5075 -3.9931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3015 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9045 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 7 1 0 0 0 0 7 20 1 6 0 0 0 8 10 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 23 1 1 0 0 0 12 14 1 0 0 0 0 12 18 2 0 0 0 0 12 13 1 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 M END > 22402 > 2402 > 22402 > 95_NCTRER_v4b > C18H24O5 > 320.3802 > defined organic > parent > tested chemical > alpha zearalenol > 36455-72-8 > single chemical compound > stereochem > (3S,7R,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one > Oc1cc(O)cc2/C=C/CCC[C@@H](O)CCC[C@H](C)OC(=O)c12 > Oc1cc(O)cc2/C=C/CCC[C@@H](O)CCC[C@H](C)OC(=O)c12 > InChI=1/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14+/m0/s1 > FPQFYIAXQDXNOR-QDKLYSGJBF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Mycoestrogens > 42.66 > 1.63 > 89 > active > active strong > 0.019 > Mycoestrogens are most active phytoestrogens; for same framework with 7-OH, RBAs are 100-fold higher for a isomers (do-o approx 11A) , as in E2 and DES, than for b isomers (do-o approx 10A). > 1 > 1 > 1 > 0 > 0 > 1 > 4.09 > same 2D structure beta form [71030-11-0] $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 4.6023 -3.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4577 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 -3.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1526 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1526 -1.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 -1.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4577 -1.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.3299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 -5.3196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7548 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7548 -1.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 -1.3299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9074 -1.3299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0600 -1.9989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0600 -3.3288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9074 -3.9897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6023 -5.3196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 1 18 2 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 8 9 1 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 M END > 22403 > 2403 > 22403 > 96_NCTRER_v4b > C14H12O4 > 244.2427 > defined organic > parent > tested chemical > 2,2'-dihydroxy-4-methoxy benzophenone > 131-53-3 > single chemical compound > (2-hydroxy-4-methoxyphenyl)(2-hydroxyphenyl)methanone > C(C1C(=CC(=CC=1)OC)O)(C2=C(O)C=CC=C2)=O > C(C1C(=CC(=CC=1)OC)O)(C2=C(O)C=CC=C2)=O > InChI=1/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3 > MEZZCSHVIGVWFI-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenones > 0 > -10000 > 0 > inactive > inactive > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 3.82 $$$$ 16 17 0 0 0 0 0 0 0 0 1 V2000 3.4567 -2.6617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3022 -1.9911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1545 -2.6617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1545 -3.9891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1545 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3022 -0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6113 -1.9911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6113 -0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4567 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7589 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9135 -0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9135 -1.9911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7589 -2.6617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4567 -3.9891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 16 2 0 0 0 0 2 3 1 0 0 0 0 2 8 2 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 M END > 22404 > 2404 > 22404 > 97_NCTRER_v4b > C13H10O3 > 214.2202 > defined organic > parent > tested chemical > 2,2'-dihydroxy benzophenone > 835-11-0 > single chemical compound > bis(2-hydroxyphenyl)methanone > C(C1C(O)=CC=CC=1)(C2=C(O)C=CC=C2)=O > C(C1C(O)=CC=CC=1)(C2=C(O)C=CC=C2)=O > InChI=1/C13H10O3/c14-11-7-3-1-5-9(11)13(16)10-6-2-4-8-12(10)15/h1-8,14-15H > YIYBRXKMQFDHSM-UHFFFAOYAT > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenones > 0 > -10000 > 0 > inactive > inactive > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 3.74 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 3.4581 -3.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6028 -3.9901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6028 -5.3202 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7555 -3.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7555 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9082 -1.3300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0609 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0609 -3.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9082 -3.9901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -3.9901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 -3.3291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -1.3300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4581 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.3300 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -5.3202 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 14 2 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 16 1 0 0 0 0 M END > 22405 > 2405 > 22405 > 98_NCTRER_v4b > C14H12O3 > 228.2433 > defined organic > parent > tested chemical > 2-hydroxy-4-methoxy benzophenone > 131-57-7 > single chemical compound > (2-hydroxy-4-methoxyphenyl)(phenyl)methanone > C1(C(=O)C2C=CC=CC=2)C(=CC(=CC=1)OC)O > C1(C(=O)C2C=CC=CC=2)C(=CC(=CC=1)OC)O > InChI=1/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3 > DXGLGDHPHMLXJC-UHFFFAOYAX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenones > 0 > -10000 > 0 > inactive > inactive > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 3.52 $$$$ 16 17 0 0 0 0 0 0 0 0 1 V2000 3.4581 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6028 -2.6601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6028 -3.9901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7555 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7555 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9082 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0609 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0609 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9082 -2.6601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -2.6601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1527 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4581 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3054 -3.9901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 14 2 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22406 > 2406 > 22406 > 99_NCTRER_v4b > C13H10O3 > 214.2167 > defined organic > parent > tested chemical > 2,4-dihydroxy benzophenone > 131-56-6 > single chemical compound > (2,4-dihydroxyphenyl)(phenyl)methanone > C1(C(=O)C2C=CC=CC=2)C(=CC(=CC=1)O)O > C1(C(=O)C2C=CC=CC=2)C(=CC(=CC=1)O)O > InChI=1/C13H10O3/c14-10-6-7-11(12(15)8-10)13(16)9-4-2-1-3-5-9/h1-8,14-15H > ZXDDPOHVAMWLBH-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenones > 0.00245 > -2.61 > 41 > active > active weak > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 2.96 $$$$ 24 27 0 0 0 0 0 0 0 0 1 V2000 0.5369 -6.3722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4292 -5.3773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7479 -5.5194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2927 -4.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3057 -3.4191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1528 -4.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1528 -1.4213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3057 -2.0846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0744 -3.2295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5296 -2.0135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3113 -0.9396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6379 -1.0818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1748 -2.2899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3931 -3.3717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4196 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4456 -4.9667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5905 -4.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7433 -4.9667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7433 -6.3012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5905 -6.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4456 -6.3012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8962 -6.9644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 4 18 1 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 M END > 22407 > 1125 > 21125 > 100_NCTRER_v4b > C20H14O4 > 318.3282 > defined organic > parent > tested chemical > phenolphthalein > 77-09-8 > single chemical compound > furanone form shown [77-09-8], acid form [81-90-3] > 3,3-bis(4-hydroxyphenyl)-2-benzofuran-1(3H)-one > O=C1OC(C2=C1C=CC=C2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O > O=C1OC(C2=C1C=CC=C2)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O > InChI=1/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H > KJFMBFZCATUALV-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.0135 > -1.87 > 49 > active > active medium > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.06 $$$$ 25 28 0 0 0 0 0 0 0 0 1 V2000 1.4291 -5.3770 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.7477 -5.5191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2925 -4.3032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4453 -4.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5902 -4.3032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7430 -4.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7430 -6.3008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5902 -6.9640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4453 -6.3008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8957 -6.9640 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0742 -3.2294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5294 -2.0134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3111 -0.9396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6375 -1.0817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1745 -2.2898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3928 -3.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4192 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3056 -3.4189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1528 -4.0821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1528 -1.4212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3056 -2.0845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4291 -6.7114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1026 -5.5191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 19 1 0 0 0 0 1 24 2 0 0 0 0 1 25 2 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 3 18 1 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 M END > 22408 > 2408 > 22408 > 101_NCTRER_v4b > C19H14O5S > 354.3765 > defined organic > parent > tested chemical > phenol red > 143-74-8 > single chemical compound > 4,4'-(1,1-dioxido-3H-2,1-benzoxathiole-3,3-diyl)diphenol > S1(OC(C2C=CC(=CC=2)O)(C3=CC=C(C=C3)O)C4=C1C=CC=C4)(=O)=O > S1(OC(C2C=CC(=CC=2)O)(C3=CC=C(C=C3)O)C4=C1C=CC=C4)(=O)=O > InChI=1/C19H14O5S/c20-15-9-5-13(6-10-15)19(14-7-11-16(21)12-8-14)17-3-1-2-4-18(17)25(22,23)24-19/h1-12,20-21H > BELBBZDIHDAJOR-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.00056 > -3.25 > 34 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.21 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 5.3218 -1.3304 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9913 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3208 -0.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9903 -0.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3304 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9903 -2.4799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3208 -2.4799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.3304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6522 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3121 -0.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6532 -0.1809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3131 -1.3304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6532 -2.4799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3121 -2.4799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6435 -1.3304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3218 -2.6609 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3218 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 16 2 0 0 0 0 1 17 2 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 M END > 22409 > 2409 > 22409 > 102_NCTRER_v4b > C12H10O4S > 250.2686 > defined organic > parent > tested chemical > 4,4'-sulfonyldiphenol > 80-09-1 > single chemical compound > 4,4'-sulfonyldiphenol > S(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(=O)=O > S(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(=O)=O > InChI=1/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H > VPWNQTHUCYMVMZ-UHFFFAOYAO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenones > 0.00085 > -3.07 > 36 > active > active weak > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 1.65 $$$$ 18 18 0 0 0 0 0 0 0 0 1 V2000 4.6558 -2.3003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9858 -1.1536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6558 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9821 -2.3003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6452 -3.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9821 -4.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6558 -4.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9858 -5.7541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6558 -6.9077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9858 -3.4539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6595 -3.4539 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9963 -2.3003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6631 -2.3003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.1536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9963 -4.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6595 -5.7541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6631 -4.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4539 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 4 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 7 10 2 0 0 0 0 8 9 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 17 18 1 0 0 0 0 M END > 22410 > 2265 > 22265 > 103_NCTRER_v4b > C14H20ClNO2 > 269.7671 > defined organic > parent > tested chemical > alachlor > 15972-60-8 > single chemical compound > 2-chloro-N-(2,6-diethylphenyl)-N-[(methyloxy)methyl]acetamide > C1(CC)=CC=CC(CC)=C1N(COC)C(=O)CCl > C1(CC)=CC=CC(CC)=C1N(COC)C(=O)CCl > InChI=1/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3 > XCSGPAVHZFQHGE-UHFFFAOYAO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.37 $$$$ 31 32 0 0 0 0 0 0 0 0 1 V2000 1.1521 -5.3228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3042 -4.6546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3042 -3.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4564 -2.6614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4564 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4564 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7813 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1314 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6085 -3.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6085 -4.6546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4564 -5.3228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7606 -5.3228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9127 -4.6546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9127 -3.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0648 -2.6614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0648 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7399 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0648 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3898 -1.3365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2170 -3.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3691 -2.6614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2170 -4.6546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0648 -5.3228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3691 -5.3228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0373 -4.1707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5212 -5.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7009 -6.4749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1521 -2.6614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8204 -6.4749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4839 -4.1707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 29 1 0 0 0 0 1 30 1 0 0 0 0 1 31 1 0 0 0 0 2 3 2 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 3 28 1 0 0 0 0 4 5 1 0 0 0 0 4 9 2 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 M END > 22411 > 2411 > 22411 > 104_NCTRER_v4b > C29H44O2 > 424.6585 > defined organic > parent > tested chemical > 4,4'-methylenebis(2,6-di-t-butylphenol) > 118-82-1 > single chemical compound > 4,4'-methanediylbis(2,6-di-tert-butylphenol) > C(C1=C(C(C(C)(C)C)=CC(=C1)CC2=CC(C(C)(C)C)=C(O)C(=C2)C(C)(C)C)O)(C)(C)C > C(C1=C(C(C(C)(C)C)=CC(=C1)CC2=CC(C(C)(C)C)=C(O)C(=C2)C(C)(C)C)O)(C)(C)C > InChI=1/C29H44O2/c1-26(2,3)20-14-18(15-21(24(20)30)27(4,5)6)13-19-16-22(28(7,8)9)25(31)23(17-19)29(10,11)12/h14-17,30-31H,13H2,1-12H3 > MDWVSAYEQPLWMX-UHFFFAOYAU > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0 > -10000 > 0 > inactive > inactive > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 8.99 $$$$ 16 17 0 0 0 0 0 0 0 0 1 V2000 5.3206 -1.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9758 -2.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3088 -2.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9752 -1.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3082 -1.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9634 -2.3158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3082 -3.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9752 -3.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2964 -2.3158 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9876 -1.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3211 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9882 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3330 -1.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9995 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3211 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.1409 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 7 8 2 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 15 2 0 0 0 0 M END > 22412 > 2412 > 22412 > 105_NCTRER_v4b > C14H14N2 > 210.278 > defined organic > parent > representative isomer in mixture > 4,4'-diaminostilbene > 54760-75-7 > mixture or formulation > mixture of Z,E isomers structure shown E, stereochem > 4,4'-(E)-ethene-1,2-diyldianiline > C(=C/C1=CC=C(C=C1)N)/C2=CC=C(C=C2)N > C(=C/C1=CC=C(C=C1)N)/C2=CC=C(C=C2)N > InChI=1/C14H14N2/c15-13-7-3-11(4-8-13)1-2-12-5-9-14(16)10-6-12/h1-10H,15-16H2/b2-1+ > KOGDFDWINXIWHI-OWOJBTEDBK > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analog of 4,4'-dihydroxystilbene in DES derivatives class, NH2 substitutions for OH groups eliminates binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.69 $$$$ 12 12 0 0 0 0 0 0 0 0 1 V2000 5.7456 -1.9957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7456 -0.6679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5868 -2.6797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2773 -2.6797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5868 -0.0080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1266 -2.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4281 -2.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4281 -0.6760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9044 -2.6716 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8964 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0471 -2.0279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 1 9 1 0 0 0 0 2 5 2 0 0 0 0 2 10 1 0 0 0 0 3 7 1 0 0 0 0 4 7 1 0 0 0 0 4 6 2 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 9 12 1 0 0 0 0 M END > 22413 > 2413 > 22413 > 106_NCTRER_v4b > C10H12O2 > 164.2011 > defined organic > parent > representative isomer in mixture > isoeugenol > 97-54-1 > mixture or formulation > mixture of Z,E isomers structure shown E, stereochem > 2-methoxy-4-[(1E)-prop-1-en-1-yl]phenol > OC1=CC=C(/C=C/C)C=C1OC > OC1=CC=C(/C=C/C)C=C1OC > InChI=1/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+ > BJIOGJUNALELMI-ONEGZZNKBO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyloxy > 0 > -10000 > 0 > inactive > inactive > 0.00088 > Alkoxy phenols are very weak binders, RBA increases approx with chain length to maximum value of 0.0013 for 4-heptyloxyphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 2.65 $$$$ 12 11 0 0 0 0 0 0 0 0 1 V2000 9.2170 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0649 -0.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0649 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9128 -2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7606 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6085 -2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4564 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3043 -2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1521 -2.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1521 -0.6728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9128 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 12 2 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 M END > 22414 > 1644 > 21644 > 107_NCTRER_v4b > C8H14O4 > 174.1944 > defined organic > parent > tested chemical > suberic acid > 505-48-6 > single chemical compound > suberic acid > C(CCCCCCC(O)=O)(O)=O > C(CCCCCCC(O)=O)(O)=O > InChI=1/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)/f/h9,11H > TYFQFVWCELRYAO-FLKJISBTCW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 0 > 0 > 0 > 0 > 0 > 0 > 1.21 $$$$ 12 13 0 0 0 0 0 0 0 0 1 V2000 3.9921 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3277 -1.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9931 -1.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3287 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9931 -3.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3277 -3.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9921 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3208 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9852 -1.1491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3208 -2.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9852 -3.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 1 11 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 5 6 2 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 M END > 22415 > 2415 > 22415 > 108_NCTRER_v4b > C12H12 > 156.2237 > defined organic > parent > tested chemical > 1,6-dimethylnaphthalene > 575-43-9 > single chemical compound > 1,6-dimethylnaphthalene > C12=C(C=C(C=C1)C)C=CC=C2C > C12=C(C=C(C=C1)C)C=CC=C2C > InChI=1/C12H12/c1-9-6-7-12-10(2)4-3-5-11(12)8-9/h3-8H,1-2H3 > CBMXCNPQDUJNHT-UHFFFAOYAW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 4.26 $$$$ 10 9 0 0 0 0 0 0 0 0 1 V2000 0.0000 -0.6638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1513 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3027 -0.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4540 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6053 -0.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7670 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9184 -0.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0697 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2210 -0.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3724 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 M END > 22416 > 2416 > 22416 > 109_NCTRER_v4b > C8H18O2 > 146.2273 > defined organic > parent > tested chemical > 1,8-octanediol > 629-41-4 > single chemical compound > octane-1,8-diol > OCCCCCCCCO > OCCCCCCCCO > InChI=1/C8H18O2/c9-7-5-3-1-2-4-6-8-10/h9-10H,1-8H2 > OEIJHBUUFURJLI-UHFFFAOYAW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 0 > 0 > 0 > 0 > 0 > 0 > 1.75 $$$$ 14 14 0 0 0 0 0 0 0 0 1 V2000 4.6595 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9865 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6549 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6504 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6549 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9774 -1.1574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9910 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9910 -2.3048 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6640 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9955 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6685 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22417 > 2417 > 22417 > 110_NCTRER_v4b > C11H15NO2 > 193.2423 > defined organic > parent > tested chemical > 4-amino butylbenzoate > 94-25-7 > single chemical compound > butyl 4-aminobenzoate > C(C1C=CC(=CC=1)N)(=O)OCCCC > C(C1C=CC(=CC=1)N)(=O)OCCCC > InChI=1/C11H15NO2/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7H,2-3,8,12H2,1H3 > IUWVALYLNVXWKX-UHFFFAOYAU > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analogy to butylparaben, substitution of amine for 4-OH eliminates binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.78 $$$$ 11 11 0 0 0 0 0 0 0 0 1 V2000 4.6094 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7565 -2.6606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9106 -1.9972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4553 -2.6606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 -2.6606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4553 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6094 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 4 2 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 5 8 2 0 0 0 0 6 7 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 10 11 2 0 0 0 0 M END > 22418 > 1969 > 21969 > 111_NCTRER_v4b > C8H8O3 > 152.1473 > defined organic > parent > tested chemical > vanillin > 121-33-5 > single chemical compound > 4-hydroxy-3-methoxybenzaldehyde > C1(C=O)=CC(OC)=C(O)C=C1 > C1(C=O)=CC(OC)=C(O)C=C1 > InChI=1/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3 > MWOOGOJBHIARFG-UHFFFAOYAS > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyloxy > 0 > -10000 > 0 > inactive > inactive > 0.00088 > Analogy to methyl paraben and isoeugenol, where weak binding eliminated by 3-methoxy substitution and steric hindrance. > 1 > 1 > 1 > 0 > 0 > 0 > 1.05 $$$$ 29 32 0 0 1 0 0 0 0 0 1 V2000 6.8450 -2.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8450 -3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7042 -4.6503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7042 -5.9650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5634 -6.6277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4225 -5.9650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4225 -4.6503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5634 -3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5634 -2.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7042 -2.0209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2817 -3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1408 -4.6503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1408 -5.9650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.6277 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2817 -6.6277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1054 -4.4004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8768 -3.3356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1054 -2.2708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5074 -1.0105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8559 -1.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7042 -3.4660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5634 -5.3565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9102 -5.3565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3682 -3.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0728 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8764 -1.0105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8651 -2.1513 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8020 -0.2934 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6616 -1.8688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 18 1 0 0 0 0 1 20 1 1 0 0 0 2 3 1 0 0 0 0 2 16 1 0 0 0 0 2 23 1 6 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 3 21 1 1 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 1 0 0 0 8 9 1 0 0 0 0 8 22 1 6 0 0 0 9 10 1 0 0 0 0 9 29 1 1 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 1 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 28 2 0 0 0 0 26 27 1 0 0 0 0 M END > 22419 > 2419 > 22419 > 112_NCTRER_v4b > C21H28O5 > 360.444 > defined organic > parent > tested chemical > aldosterone > 52-39-1 > single chemical compound > stereochem, tautomers > (11beta)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@]([C@H](C1)O)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2C(=O)CO)[H])C=O > [C@]12([C@]([C@@]3(CCC4[C@@]([C@@]([C@H](C1)O)3[H])(CCC(=O)C=4)C)[H])(CC[C@H]2C(=O)CO)[H])C=O > InChI=1/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1 > PQSUYGKTWSAVDQ-ZVIOFETBBV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Steroids Without aromatic A ring > 0 > -10000 > 0 > inactive > inactive > 1.24 > Steroids lacking phenolic A ring have significant reduction in RBA relative to E2; weak activity only when framework and H-bond centers most similar to E2. > 1 > 0 > 0 > 1 > 0 > 1 > 0.5 $$$$ 11 11 0 0 0 0 0 0 0 0 1 V2000 6.9106 -2.6606 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7565 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6094 -2.6606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4553 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 -2.6606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 -1.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4553 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 6 8 2 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 10 11 2 0 0 0 0 M END > 22420 > 2420 > 22420 > 113_NCTRER_v4b > C8H11NO2 > 153.1784 > defined organic > parent > tested chemical > dopamine > 51-61-6 > single chemical compound > 4-(2-aminoethyl)benzene-1,2-diol > NCCC1=CC(O)=C(O)C=C1 > NCCC1=CC(O)=C(O)C=C1 > InChI=1/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 > VYFYYTLLBUKUHU-UHFFFAOYAA > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analogy to isoeugenol in Phenols class, where weak binding eliminated by 3-OH substitution and steric hindrance. > 1 > 1 > 1 > 0 > 0 > 0 > 0.38 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 10.1143 -1.6607 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7715 -2.9357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7143 -3.8786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4858 -3.2893 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5429 -2.3464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2786 -2.7536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2929 -1.8643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4322 -0.5464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2214 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3214 -0.9857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9964 -2.1429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3214 -3.2893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9929 -3.2893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3286 -4.4465 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3286 -2.1429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9929 -0.9857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 16 17 2 0 0 0 0 M END > 22421 > 2421 > 22421 > 114_NCTRER_v4b > C13H16N2O2 > 232.2783 > defined organic > parent > tested chemical > melatonin > 73-31-4 > single chemical compound > N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide > O=C(C)NCCC1=CNC2=C1C=C(OC)C=C2 > O=C(C)NCCC1=CNC2=C1C=C(OC)C=C2 > InChI=1/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)/f/h14H > DRLFMBDRBRZALE-YHMJCDSICX > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 1.65 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 8.0570 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2080 -2.6611 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7550 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7550 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0570 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6040 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6611 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 7 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 M END > 22422 > 2422 > 22422 > 115_NCTRER_v4b > C13H14N2 > 198.2637 > defined organic > parent > tested chemical > 4,4'-methylenedianiline > 101-77-9 > single chemical compound > 4,4'-methylenedianiline > C1(N)C=CC(=CC=1)CC2=CC=C(C=C2)N > C1(N)C=CC(=CC=1)CC2=CC=C(C=C2)N > InChI=1/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2 > YBRVSVVVWCFQMG-UHFFFAOYAE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analogy to Bis(4-hydroxyphenyl)methane in Diphenylalkanes, substitution of amines for OH groups eliminates binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.18 $$$$ 8 8 0 0 0 0 0 0 0 0 1 V2000 3.9907 -2.3027 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6618 -2.3027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9954 -3.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6665 -3.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6665 -1.1533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9954 -1.1533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6618 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 M END > 22423 > 1544 > 21544 > 116_NCTRER_v4b > C6H5ClO > 128.5563 > defined organic > parent > tested chemical > 2-chlorophenol > 95-57-8 > single chemical compound > 2-chlorophenol > OC1=CC=CC=C1Cl > OC1=CC=CC=C1Cl > InChI=1/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H > ISPYQTSUDJAMAB-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0 > -10000 > 0 > inactive > inactive > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 2.16 $$$$ 19 23 0 0 0 0 0 0 0 0 1 V2000 1.2310 -2.6401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6007 -3.6931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2470 -2.9219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4113 -2.7068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7946 -3.9008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1061 -5.0280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3001 -3.6931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8500 -2.0023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3902 -3.1295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6954 -3.7599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3258 -2.7068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4159 -2.4250 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.1478 -4.8203 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.9749 -4.3235 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3902 -0.7787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1318 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.5522 -0.0742 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6583 -1.1643 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 3 1 0 0 0 0 3 6 1 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 5 9 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 8 10 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 10 15 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 M END > 22424 > 453 > 20453 > 117_NCTRER_v4b > C12H8Cl6O > 380.9093 > defined organic > parent > tested chemical > dieldrin > 60-57-1 > single chemical compound > stereochem > 3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene > Cl\C2=C(/Cl)C3(Cl)C1C4CC(C1C2(Cl)C3(Cl)Cl)C5OC45 > Cl\C2=C(/Cl)C3(Cl)C1C4CC(C1C2(Cl)C3(Cl)Cl)C5OC45 > InChI=1/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2 > DFBKLUNHFCTMDC-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 0 > 0 > 1 > 0 > 0 > 5.45 $$$$ 16 17 0 0 0 0 0 0 0 0 1 V2000 4.6048 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7560 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0584 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0584 -3.3247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9072 -3.9878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7560 -3.3247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2096 -3.9878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4536 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4536 -3.3247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3024 -3.9878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1512 -3.3247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1512 -1.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3024 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6048 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 16 2 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 M END > 22425 > 2425 > 22425 > 118_NCTRER_v4b > C13H10O3 > 214.2167 > defined organic > parent > tested chemical > 4,4'-dihydoxy-benzophenone > 611-99-4 > single chemical compound > bis(4-hydroxyphenyl)methanone > C(C1=CC=C(C=C1)O)(C2=CC=C(C=C2)O)=O > C(C1=CC=C(C=C1)O)(C2=CC=C(C=C2)O)=O > InChI=1/C13H10O3/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8,14-15H > RXNYJUSEXLAVNQ-UHFFFAOYAR > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Benzophenone > 0.0035 > -2.46 > 42 > active > active weak > 0.0087 > Benzophenones are weaker binders than diphenolalkanes, 4-OH critical for binding. > 1 > 1 > 1 > 0 > 1 > 0 > 2.19 $$$$ 13 13 0 0 0 0 0 0 0 0 1 V2000 5.7574 -3.9915 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.7574 -2.6610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6043 -1.9998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6043 -0.6693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7574 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9105 -0.6693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9105 -1.9998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0636 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4593 -2.6610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3062 -1.9998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1531 -2.6610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1531 -3.9915 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 M END > 22426 > 442 > 20442 > 119_NCTRER_v4b > C8H6Cl2O3 > 221.0374 > defined organic > parent > tested chemical > 2,4-D (2,4-dichlorophenoxyacetic acid) > 94-75-7 > single chemical compound > (2,4-dichlorophenoxy)acetic acid > ClC1=C(C=CC(=C1)Cl)OCC(=O)O > ClC1=C(C=CC(=C1)Cl)OCC(=O)O > InChI=1/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,11,12)/f/h11H > OVSKIKFHRZPJSS-WXRBYKJCCM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.62 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 9.2080 -2.6611 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0570 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7550 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7550 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0570 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6040 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6611 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 M END > 22427 > 1094 > 21094 > 120_NCTRER_v4b > C12H12N2O > 200.2365 > defined organic > parent > tested chemical > 4-aminophenyl ether > 101-80-4 > single chemical compound > 4,4'-oxydianiline > NC1=CC=C(C=C1)OC2=CC=C(C=C2)N > NC1=CC=C(C=C1)OC2=CC=C(C=C2)N > InChI=1/C12H12N2O/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H,13-14H2 > HLBLWEWZXPIGSM-UHFFFAOYAM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > Analogy to Bis(4-hydroxyphenyl)methane of Diphenolalkanes, substitution of amines for OH groups and oxy bridge eliminates binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.22 $$$$ 26 28 0 0 0 0 0 0 0 0 1 V2000 8.0629 -5.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9111 -6.6462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7592 -5.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6074 -6.6462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 -5.9896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 -4.6535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3037 -3.9969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3037 -2.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 -1.9927 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4555 -0.6681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6074 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7592 -0.6681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9111 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0629 -0.6681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0629 -1.9927 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2148 -2.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2148 -3.9969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0629 -4.6535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5185 -3.9969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3666 -4.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5185 -2.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3666 -1.9927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1518 -1.9927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1518 -4.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 25 1 0 0 0 0 8 9 1 0 0 0 0 8 23 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 21 22 1 0 0 0 0 23 24 2 0 0 0 0 24 26 1 0 0 0 0 25 26 2 0 0 0 0 M END > 22428 > 2428 > 22428 > 121_NCTRER_v4b > C20H24O6 > 360.406 > defined organic > parent > tested chemical > dibenzo-18-crown-6 > 14187-32-7 > single chemical compound > 6,7,9,10,17,18,20,21-octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine > C12C(OCCOCCOC3=C(OCCOCCO1)C=CC=C3)=CC=CC=2 > C12C(OCCOCCOC3=C(OCCOCCO1)C=CC=C3)=CC=CC=2 > InChI=1/C20H24O6/c1-2-6-18-17(5-1)23-13-9-21-11-15-25-19-7-3-4-8-20(19)26-16-12-22-10-14-24-18/h1-8H,9-16H2 > YSSSPARMOAYJTE-UHFFFAOYAB > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.31 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 6.6542 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9858 -3.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6589 -3.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9905 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6589 -1.1573 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9858 -1.1573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6542 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9810 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6495 -1.1573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9810 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9763 -1.1573 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6637 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9953 -3.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6684 -3.4618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6684 -1.1573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9953 -1.1573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6542 -4.6091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 18 2 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 M END > 22429 > 2429 > 22429 > 122_NCTRER_v4b > C15H12O3 > 240.254 > defined organic > parent > tested chemical > 6-hydroxyflavanone > 4250-77-5 > single chemical compound > 6-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one > C12C(CC(OC=1C=CC(=C2)O)C3=CC=CC=C3)=O > C12C(CC(OC=1C=CC(=C2)O)C3=CC=CC=C3)=O > InChI=1/C15H12O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-8,15-16H,9H2 > XYHWPQUEOOBIOW-UHFFFAOYAV > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0.00089 > -3.05 > 36 > active > active weak > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 2.8 $$$$ 18 20 0 0 0 0 0 0 0 0 1 V2000 5.7595 -3.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6076 -3.9902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4557 -3.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3038 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3038 -5.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1519 -5.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.3264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1519 -3.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4557 -1.9997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6076 -1.3362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7595 -1.9997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9114 -1.3362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0633 -1.9997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0633 -3.3267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9114 -3.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2152 -3.9902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6076 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 2 0 0 0 0 1 16 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 11 18 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 M END > 22430 > 2430 > 22430 > 123_NCTRER_v4b > C15H12O3 > 240.258 > defined organic > parent > tested chemical > 7-hydroxyflavanone > 6515-36-2 > single chemical compound > 7-hydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one > C12OC(C3=CC=CC=C3)CC(C=1C=CC(=C2)O)=O > C12OC(C3=CC=CC=C3)CC(C=1C=CC(=C2)O)=O > InChI=1/C15H12O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-8,14,16H,9H2 > SWAJPHCXKPCPQZ-UHFFFAOYAS > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0.00018 > -3.73 > 28 > active > active weak > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 2.8 $$$$ 38 38 0 0 0 0 0 0 0 0 2 V2000 4.4058 -8.6926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0674 -9.8304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3640 -9.8304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0255 -8.6926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3640 -7.5680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0674 -7.5680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9692 -6.2581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2603 -4.5778 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3981 -3.9295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3981 -2.6197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5360 -1.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6606 -2.6197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6606 -3.9295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5360 -4.5778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7984 -1.9581 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.4467 -3.0960 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1369 -0.8335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9362 -1.3098 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 6.5360 -0.6483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3981 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2603 -0.6483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2603 -1.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2107 -6.5624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3353 -8.6926 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.3353 -7.3827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3353 -10.0024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6452 -8.6926 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 4.4058 -10.9682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0960 -10.9682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4477 -9.8304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0960 -8.6926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4477 -12.0928 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.5723 -12.7544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3098 -11.4445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7861 -13.2307 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.0000 -6.5492 0.0000 Na 0 3 0 0 0 0 0 0 0 0 0 0 0.0000 -7.8590 0.0000 Na 0 3 0 0 0 0 0 0 0 0 0 0 0.0000 -5.2394 0.0000 Na 0 3 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 31 1 0 0 0 0 2 3 2 0 0 0 0 2 28 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 23 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 15 16 2 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 24 25 2 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 28 29 2 0 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 30 31 2 0 0 0 0 32 33 2 0 0 0 0 32 34 2 0 0 0 0 32 35 1 0 0 0 0 M CHG 6 18 -1 27 -1 35 -1 36 1 37 1 38 1 M END > 22431 > 1232 > 21232 > 124_NCTRER_v4b > C20H11N2Na3O10S3 > 604.473 > defined organic > salt 3Na > tested chemical > amaranth (FD&C red no. 2) > 915-67-3 > single chemical compound > trisodium 3-hydroxy-4-[(Z)-(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2,7-disulfonate > C12(C(=CC(=C(C=1/N=N/C3=C4C(=C(C=C3)S(=O)(=O)[O-])C=CC=C4)O)S(=O)(=O)[O-])C=C(C=C2)S(=O)(=O)[O-]).[Na+].[Na+].[Na+] > C12(C(=CC(=C(C=1/N=N/C3=C4C(=C(C=C3)S(=O)(=O)O)C=CC=C4)O)S(=O)(=O)O)C=C(C=C2)S(=O)(=O)O) > InChI=1/C20H14N2O10S3.3Na/c23-20-18(35(30,31)32)10-11-9-12(33(24,25)26)5-6-13(11)19(20)22-21-16-7-8-17(34(27,28)29)15-4-2-1-3-14(15)16;;;/h1-10,23H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3/b22-21-;;;/fC20H11N2O10S3.3Na/q-3;3m > WLDHEUZGFKACJH-XXPYVGOUDD > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 1 > 0 > 1 > 0 > 1.63 $$$$ 18 21 0 0 0 0 0 0 0 0 1 V2000 3.9927 -2.3075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6495 -1.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9804 -1.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6458 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9767 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6422 -1.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9767 -2.3075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6458 -2.3075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9804 -3.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6495 -3.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9927 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6618 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9963 -1.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6618 -2.3075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9963 -3.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -3.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 -1.1580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 10 1 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 M END > 22432 > 2432 > 22432 > 125_NCTRER_v4b > C18H12 > 228.2879 > defined organic > parent > tested chemical > chrysene > 218-01-9 > single chemical compound > chrysene > C13=CC=CC=C1C=CC4=C2C=CC=CC2=CC=C34 > C13=CC=CC=C1C=CC4=C2C=CC=CC2=CC=C34 > InChI=1/C18H12/c1-3-7-15-13(5-1)9-11-18-16-8-4-2-6-14(16)10-12-17(15)18/h1-12H > WDECIBYCCFPHNR-UHFFFAOYAK > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 5.52 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 1.1543 -0.6704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1543 -1.9975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -2.6610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4559 -1.9975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6102 -2.6610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7575 -1.9975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7575 -0.6704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6102 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4559 -0.6704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9118 -2.6610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9118 -3.9950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7575 -4.6585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6102 -3.9950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6610 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 14 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 14 15 1 0 0 0 0 M END > 22433 > 247 > 20247 > 126_NCTRER_v4b > C12H11NO2 > 201.2212 > defined organic > parent > tested chemical > carbaryl > 63-25-2 > single chemical compound > naphthalen-1-yl methylcarbamate > O=C(OC1=C2C(=CC=C1)C=CC=C2)NC > O=C(OC1=C2C(=CC=C1)C=CC=C2)NC > InChI=1/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)/f/h13H > CVXBEEMKQHEXEN-NDKGDYFDCM > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.35 $$$$ 16 17 0 0 0 0 0 0 0 0 1 V2000 1.1508 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1508 -1.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9890 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.3195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3017 -1.9890 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3017 -3.3195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1508 -3.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1508 -5.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3017 -5.9803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4525 -5.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7231 -5.7276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4525 -3.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7231 -3.5722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5014 -4.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6522 -5.3151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6522 -3.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 5 1 0 0 0 0 3 4 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 10 12 2 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 M END > 22434 > 249 > 20249 > 127_NCTRER_v4b > C12H15NO3 > 221.2524 > defined organic > parent > tested chemical > carbofuran > 1563-66-2 > single chemical compound > 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl methylcarbamate > O=C(NC)OC1=CC=CC(C2)=C1OC2(C)C > O=C(NC)OC1=CC=CC(C2)=C1OC2(C)C > InChI=1/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)/f/h13H > DUEPRVBVGDRKAG-NDKGDYFDCO > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 2.3 $$$$ 17 18 0 0 0 0 0 0 0 0 1 V2000 4.6095 -6.6481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4554 -5.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -6.6481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 -5.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1541 -4.6509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9875 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 -3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4554 -4.6509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6095 -3.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6095 -2.6606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4554 -1.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4554 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3013 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6095 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7566 -0.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7566 -1.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9107 -2.6606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 12 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 M END > 22435 > 1824 > 21824 > 128_NCTRER_v4b > C13H10Cl2O2 > 269.1233 > defined organic > parent > tested chemical > 2,2'-methylenebis(4-chlorophenol) > 97-23-4 > single chemical compound > 2,2'-methanediylbis(4-chlorophenol) > OC1=CC=C(Cl)C=C1CC2=CC(Cl)=CC=C2O > OC1=CC=C(Cl)C=C1CC2=CC(Cl)=CC=C2O > InChI=1/C13H10Cl2O2/c14-10-1-3-12(16)8(6-10)5-9-7-11(15)2-4-13(9)17/h1-4,6-7,16-17H,5H2 > MDNWOSOZYLHTCG-UHFFFAOYAJ > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.0035 > -2.45 > 43 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 4.34 $$$$ 21 22 0 0 0 0 0 0 0 0 1 V2000 2.3016 -5.3207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -6.6532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1555 -7.3241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1555 -8.6567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -9.3183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -9.3183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -3.9975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1555 -3.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1555 -1.9941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 -1.3325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4571 -1.9941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4571 -3.3266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3016 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6341 -5.3207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3050 -4.1746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6375 -4.1746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2991 -5.3207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6375 -6.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3050 -6.4762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6316 -5.3207 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9784 -5.3207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 1 14 1 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 7 8 1 0 0 0 0 7 12 2 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 19 2 0 0 0 0 M END > 22436 > 2436 > 22436 > 129_NCTRER_v4b > C17H18O4 > 286.3224 > defined organic > parent > tested chemical > diphenolic acid > 126-00-1 > single chemical compound > 4,4-bis(4-hydroxyphenyl)pentanoic acid > C(CCC(=O)O)(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)C > C(CCC(=O)O)(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)C > InChI=1/C17H18O4/c1-17(11-10-16(20)21,12-2-6-14(18)7-3-12)13-4-8-15(19)9-5-13/h2-9,18-19H,10-11H2,1H3,(H,20,21)/f/h20H > VKOUCJUTMGHNOR-UYBDAZJACL > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.00074 > -3.13 > 35 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.39 $$$$ 22 23 0 0 1 0 0 0 0 0 1 V2000 1.9994 -8.0620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3268 -6.9103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9994 -5.7586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -5.7586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9895 -6.9103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -8.0620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3163 -6.9103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9889 -5.7586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3163 -4.6068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9895 -4.6068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9994 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3268 -2.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9994 -1.1517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3261 -1.1517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9895 -2.3034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3268 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9889 -3.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3157 -5.7586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.9103 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3268 -9.2137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 21 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 6 0 0 0 9 10 1 0 0 0 0 9 19 1 1 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 11 17 2 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 M END > 22437 > 2437 > 22437 > 130_NCTRER_v4b > C18H22O4 > 302.3649 > defined organic > parent > tested chemical > nordihydroguaiaretic acid > 500-38-9 > single chemical compound > stereochem > 4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]dibenzene-1,2-diol > C1(C(=CC=C(C=1)C[C@H]([C@@H](CC2C=C(O)C(=CC=2)O)C)C)O)O > C1(C(=CC=C(C=1)C[C@H]([C@@H](CC2C=C(O)C(=CC=2)O)C)C)O)O > InChI=1/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12-/m1/s1 > HCZKYJDFEPMADG-VXGBXAGGBF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0.0309 > -1.51 > 53 > active > active medium > Some structural resemblance to DES and Chalconoids class members sufficient to achieve binding. > 1 > 1 > 1 > 0 > 1 > 0 > 4.64 $$$$ 13 14 0 0 0 0 0 0 0 0 1 V2000 2.6607 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9955 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6607 -2.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9955 -3.4589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6652 -3.4589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6652 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9910 -2.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6562 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9866 -1.1574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6517 -2.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9866 -3.4589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6562 -3.4589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 M END > 22438 > 1151 > 21151 > 131_NCTRER_v4b > C12H10O > 170.2072 > defined organic > parent > tested chemical > 2-hydroxy biphenyl > 90-43-7 > single chemical compound > biphenyl-2-ol > OC1=C(C=CC=C1)C2=CC=CC=C2 > OC1=C(C=CC=C1)C2=CC=CC=C2 > InChI=1/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H > LLEMOWNGBBNAJR-UHFFFAOYAF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls nonchlorinated > 0 > -10000 > 0 > inactive > inactive > 0.0028 > Nonchlorinated biphenyls are weak binders; RBA decreases 2-fold from 4-OH to 3-OH and eliminated for 2-OH, weak binding for 3-OH indicates less optimal but confers some binding activity. > 1 > 1 > 1 > 0 > 0 > 0 > 3.28 $$$$ 24 26 0 0 0 0 0 0 0 0 1 V2000 6.6803 -3.2339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4494 -1.9496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3221 -1.3028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3221 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2041 -1.9496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4472 -1.1180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6669 -1.5615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8979 -2.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9000 -3.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5901 -4.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1444 -5.7009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4380 -5.8211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9832 -6.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2440 -8.0571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9412 -7.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3960 -6.7727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7891 -9.2398 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8992 -4.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2524 -5.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9496 -5.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3028 -4.5275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9496 -3.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2524 -3.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.5275 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 1 10 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 M END > 22439 > 2439 > 22439 > 132_NCTRER_v4b > C20H16O4 > 320.3386 > defined organic > parent > tested chemical > phenolphthalin > 81-90-3 > single chemical compound > 2-[bis(4-hydroxyphenyl)methyl]benzoic acid > C1(=C(C(=O)O)C=CC=C1)C(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O > C1(=C(C(=O)O)C=CC=C1)C(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O > InChI=1/C20H16O4/c21-15-9-5-13(6-10-15)19(14-7-11-16(22)12-8-14)17-3-1-2-4-18(17)20(23)24/h1-12,19,21-22H,(H,23,24)/f/h23H > FFFPYJTVNSSLBQ-MPIMZMORCS > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.00021 > -3.67 > 29 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.95 $$$$ 13 14 0 0 0 0 0 0 0 0 1 V2000 0.0000 -1.1562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3316 -1.1562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9935 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3251 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9869 -1.1562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3251 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9935 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3186 -1.1562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9804 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3120 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9739 -1.1562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3120 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9804 -2.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 M END > 22440 > 1152 > 21152 > 133_NCTRER_v4b > C12H10O > 170.2072 > defined organic > parent > tested chemical > 4-hydroxybiphenyl > 92-69-3 > single chemical compound > biphenyl-4-ol > OC1=CC=C(C=C1)C2=CC=CC=C2 > OC1=CC=C(C=C1)C2=CC=CC=C2 > InChI=1/C12H10O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H > YXVFYQXJAXKLAK-UHFFFAOYAY > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Biphenyls nonchlorinated > 0.00091 > -3.04 > 36 > active > active weak > 0.0028 > Nonchlorinated biphenyls are weak binders; RBA decreases 2-fold from 4-OH to 3-OH and eliminated for 2-OH, weak binding for 3-OH indicates less optimal but confers some binding activity. > 1 > 1 > 1 > 0 > 0 > 1 > 3.28 $$$$ 29 31 0 0 0 0 0 0 0 0 1 V2000 2.6567 -4.6074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9865 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9851 -4.6074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9865 -5.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6567 -2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6582 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6552 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6552 -5.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6567 -6.9050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6582 -5.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9865 -1.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9851 -2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9836 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9836 -5.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9865 -8.0659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.9050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6567 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6552 -1.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6418 -4.6074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6582 -8.0659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6567 -9.2147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9851 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9821 -4.6074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6403 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9806 -3.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6388 -2.2977 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.9806 -1.1488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9671 -2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 3 8 2 0 0 0 0 4 9 1 0 0 0 0 4 10 2 0 0 0 0 5 11 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 14 20 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 18 23 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 27 29 1 0 0 0 0 M END > 22441 > 2441 > 22441 > 134_NCTRER_v4b > C26H29NO2 > 387.5206 > defined organic > parent > tested chemical > droloxifene > 82413-20-5 > single chemical compound > stereochem > 3-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol > OC1=CC(/C(C3=CC=C(OCCN(C)C)C=C3)=C(CC)/C2=CC=CC=C2)=CC=C1 > OC1=CC(/C(C3=CC=C(OCCN(C)C)C=C3)=C(CC)/C2=CC=CC=C2)=CC=C1 > InChI=1/C26H29NO2/c1-4-25(20-9-6-5-7-10-20)26(22-11-8-12-23(28)19-22)21-13-15-24(16-14-21)29-18-17-27(2)3/h5-16,19,28H,4,17-18H2,1-3H3/b26-25+ > ZQZFYGIXNQKOAV-OCEACIFDBC > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 15.14 > 1.18 > 84 > active > active strong > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 1 > 0 > 1 > 0 > 5.82 > structure modified v4b $$$$ 18 19 0 0 0 0 0 0 0 0 1 V2000 1.3313 -5.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3313 -3.9867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1756 -3.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1756 -1.9970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3313 -1.3313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4798 -1.9970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4798 -3.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3313 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6627 -5.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3283 -4.1696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6524 -4.1696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3180 -5.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6524 -6.4738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3283 -6.4738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6494 -5.3180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3313 -6.6494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1756 -7.3150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.3180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 1 16 1 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 2 0 0 0 0 16 17 1 0 0 0 0 M END > 22442 > 2442 > 22442 > 135_NCTRER_v4b > C16H18O2 > 242.3129 > defined organic > parent > tested chemical > bisphenol B > 77-40-7 > single chemical compound > 4,4'-butane-2,2-diyldiphenol > C(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(CC)C > C(C1C=CC(=CC=1)O)(C2=CC=C(C=C2)O)(CC)C > InChI=1/C16H18O2/c1-3-16(2,12-4-8-14(17)9-5-12)13-6-10-15(18)11-7-13/h4-11,17-18H,3H2,1-2H3 > HTVITOHKHWFJKO-UHFFFAOYAH > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.0851 > -1.07 > 58 > active > active medium > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 4.13 $$$$ 42 43 0 0 0 0 0 0 0 0 1 V2000 0.0000 -8.0600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6717 -6.9197 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9994 -6.9197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6554 -8.0600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9831 -8.0600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6548 -6.9197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9831 -5.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6548 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9825 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6542 -5.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9825 -6.9197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6542 -3.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 -3.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6380 -2.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9657 -2.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6373 -3.4521 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.6380 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9657 -4.6080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6373 -5.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9657 -6.9197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6380 -6.9197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9819 -5.7638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9825 -2.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6548 -2.3118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9831 -1.1559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6548 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9825 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6542 -1.1559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2925 -12.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6208 -11.7776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2931 -11.7776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9654 -11.7776 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2931 -10.4499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2931 -13.1053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1372 -13.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6208 -14.0894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.6202 -12.9335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1372 -9.7939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4490 -9.7939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1372 -15.1047 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9969 -13.1053 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 7 12 2 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 13 14 2 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 25 26 1 0 0 0 0 26 27 2 0 0 0 0 27 28 1 0 0 0 0 28 29 2 0 0 0 0 30 31 1 0 0 0 0 30 37 2 0 0 0 0 30 38 1 0 0 0 0 31 32 1 0 0 0 0 32 33 1 0 0 0 0 32 34 1 0 0 0 0 32 35 1 0 0 0 0 34 39 2 0 0 0 0 34 40 1 0 0 0 0 35 36 1 0 0 0 0 36 41 2 0 0 0 0 36 42 1 0 0 0 0 M END > 22443 > 1367 > 21367 > 136_NCTRER_v4b > C32H36ClNO8 > 598.0913 > defined organic > complex citric acid (C6H8O7) > tested chemical > toremifene citrate > 89778-27-8 > single chemical compound > parent [89778-26-7], stereochem > 2-({4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenyl}oxy)-N,N-dimethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate (salt) > ClCC/C(C2=CC=CC=C2)=C(C3=CC=CC=C3)/C1=CC=C(C=C1)OCCN(C)C.OC(C(O)=O)(CC(O)=O)CC(O)=O > ClCC/C(C2=CC=CC=C2)=C(C3=CC=CC=C3)/C1=CC=C(C=C1)OCCN(C)C > InChI=1/C26H28ClNO.C6H8O7/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-16H,17-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;/f/h;7,9,11H > IWEQQRMGNVVKQW-AZWDOQOLDT > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > DES Triphenylethylenes > 1.38 > 0.14 > 72 > active > active strong > 2.14 > Triphenylethylenes act as antiestrogens; the more structurally similar to DES the greater the RBA, with 4-OH-tamoxofen having the greatest RBA, half of DES and greater than E2. > 1 > 1 > 0 > 0 > 0 > 1 > 6.56 $$$$ 12 12 0 0 0 0 0 0 0 0 1 V2000 6.4728 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3220 -0.6652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3220 -1.9957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3220 -3.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6525 -1.9957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9915 -1.9957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3262 -3.1466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9957 -3.1466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3305 -1.9957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9957 -0.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3262 -0.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 3 6 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 11 12 2 0 0 0 0 M END > 22444 > 1771 > 21771 > 137_NCTRER_v4b > C11H16O > 164.2441 > defined organic > parent > tested chemical > 4-tert-amylphenol > 80-46-6 > single chemical compound > 4-(1,1-dimethylpropyl)phenol > C(C1C=CC(=CC=1)O)(CC)(C)C > C(C1C=CC(=CC=1)O)(CC)(C)C > InChI=1/C11H16O/c1-4-11(2,3)9-5-7-10(12)8-6-9/h5-8,12H,4H2,1-3H3 > NRZWYNLTFLDQQX-UHFFFAOYAF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.00054 > -3.26 > 33 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 1 > 3.91 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 5.7550 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6040 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4530 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1510 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3020 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.6611 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0570 -0.6630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0570 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9060 -2.6611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7550 -1.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2080 -2.6611 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 1 14 2 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 M END > 22445 > 2445 > 22445 > 138_NCTRER_v4b > C13H12O2 > 200.2366 > defined organic > parent > tested chemical > bis(4-hydroxyphenyl)methane > 620-92-8 > single chemical compound > 4,4'-methylenediphenol > C1(CC2C=CC(=CC=2)O)C=CC(=CC=1)O > C1(CC2C=CC(=CC=2)O)C=CC(=CC=1)O > InChI=1/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H2 > PXKLMJQFEQBVLD-UHFFFAOYAW > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0.00095 > -3.02 > 36 > active > active weak > 0.0087 > Diphenolalkanes are relatively weak binders, 4-OH critical for binding, RBA inhibited by steric bulk as in 2,6-di-tertbutylphenol, bulk at bridge atom increases RBA similar to 7a substitution on E2. > 1 > 1 > 1 > 0 > 1 > 0 > 3.06 $$$$ 15 16 0 0 0 0 0 0 0 0 1 V2000 3.4552 -1.3268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6092 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7563 -1.3268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7563 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9104 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9104 -3.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7563 -3.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6092 -3.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3012 -3.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4552 -3.9873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1540 -3.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1540 -1.3268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 M END > 22446 > 2446 > 22446 > 139_NCTRER_v4b > C13H12O2 > 200.2366 > defined organic > parent > tested chemical > bis(2-hydroxyphenyl)methane > 2467-02-9 > single chemical compound > 2,2'-methylenediphenol > C(C1=C(O)C=CC=C1)C2=C(O)C=CC=C2 > C(C1=C(O)C=CC=C1)C2=C(O)C=CC=C2 > InChI=1/C13H12O2/c14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)15/h1-8,14-15H,9H2 > MQCPOLNSJCWPGT-UHFFFAOYAP > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Diphenylmethanes Diphenolalkanes > 0 > -10000 > 0 > inactive > inactive > 0.0087 > No key features for ER binding. > 1 > 1 > 1 > 0 > 1 > 0 > 3.06 > same as bisphenol F, structure not included in Fig 4A although name incorrectly listed $$$$ 9 9 0 0 0 0 0 0 0 0 1 V2000 5.9806 -1.1542 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6529 -1.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9890 -2.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6554 -2.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9915 -1.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6638 -1.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6554 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9890 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 8 9 2 0 0 0 0 M END > 22447 > 1977 > 21977 > 140_NCTRER_v4b > C8H10O > 122.1644 > defined organic > parent > tested chemical > 4-ethylphenol > 123-07-9 > single chemical compound > 4-ethylphenol > OC1=CC=C(CC)C=C1 > OC1=CC=C(CC)C=C1 > InChI=1/C8H10O/c1-2-7-3-5-8(9)6-4-7/h3-6,9H,2H2,1H3 > HXDOZKJGKXYMEW-UHFFFAOYAF > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0.00006 > -4.17 > 23 > active > active weak > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 1 > 2.55 $$$$ 19 19 0 0 0 0 0 0 0 0 1 V2000 3.9875 -4.6095 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6607 -4.6095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9972 -5.7567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6634 -5.7567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.6095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6634 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9972 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6607 -2.3013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9972 -1.1541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6607 -6.9108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6579 -5.7567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9875 -6.9108 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9848 -5.7567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6482 -4.6095 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.6579 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9875 -2.3013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6579 -1.1541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9875 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9848 -3.4554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 7 2 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 13 14 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 M END > 22448 > 2448 > 22448 > 141_NCTRER_v4b > C15H22ClNO2 > 283.7937 > defined organic > parent > tested chemical > metolachlor > 51218-45-2 > single chemical compound > 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide > N(C1C(=CC=CC=1CC)C)(C(=O)CCl)C(COC)C > N(C1C(=CC=CC=1CC)C)(C(=O)CCl)C(COC)C > InChI=1/C15H22ClNO2/c1-5-13-8-6-7-11(2)15(13)17(14(18)9-16)12(3)10-19-4/h6-8,12H,5,9-10H2,1-4H3 > WVQBLGZPHOPPFO-UHFFFAOYAS > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Misc > 0 > -10000 > 0 > inactive > inactive > No key features for ER binding. > 1 > 1 > 0 > 0 > 0 > 0 > 3.24 $$$$ 7 7 0 0 0 0 0 0 0 0 1 V2000 0.0000 -1.1496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3292 -1.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9958 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9916 -1.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3250 -2.3032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9958 -2.3032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 M END > 22449 > 1124 > 21124 > 142_NCTRER_v4b > C6H6O > 94.1112 > defined organic > parent > tested chemical > phenol > 108-95-2 > single chemical compound > phenol > OC1=CC=CC=C1 > OC1=CC=CC=C1 > InChI=1/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H > ISWSIDIOOBJBQZ-UHFFFAOYAI > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phenols Alkyl > 0 > -10000 > 0 > inactive > inactive > 0.00088 > Alkyl phenols are very weak binders, log RBA correlates with log P for para substituted phenols; RBA increases with chain length to maximum value of 0.031 in 4-nonylphenol. > 1 > 1 > 1 > 0 > 0 > 0 > 1.51 $$$$ 22 24 0 0 1 0 0 0 0 0 1 V2000 2.2962 -3.9925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1378 -3.3202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1378 -1.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2962 -1.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4443 -1.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4443 -3.3202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5924 -3.9925 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5924 -1.3239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7509 -1.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7509 -3.3202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8990 -5.3165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8990 -3.9925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0471 -3.3202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2055 -3.9925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2055 -5.3165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0471 -5.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5924 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3433 -5.9888 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9925 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8990 -1.3239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0471 -7.3127 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 2 2 0 0 0 0 2 3 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 4 19 1 0 0 0 0 5 8 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 10 1 0 0 0 0 9 21 1 6 0 0 0 10 12 1 1 0 0 0 11 16 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 M END > 22450 > 2450 > 22450 > 143_NCTRER_v4b > C15H12O7 > 304.2556 > defined organic > parent > tested chemical > taxifolin > 480-18-2 > single chemical compound > stereochem; tautomers > (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one > O=C2C1=C(O[C@H]([C@]3=CC(O)=C(O)C=C3)[C@H]2O)C=C(O)C=C1O > O=C2C1=C(O[C@H]([C@]3=CC(O)=C(O)C=C3)[C@H]2O)C=C(O)C=C1O > InChI=1/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1 > CXQWRCVTCMQVQX-LSDHHAIUBE > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Flavanones > 0 > -10000 > 0 > inactive > inactive > 0.019 > Flavanones are weak binders, RBA optimized when OH groups in 6,4' positions approx correspond to 4,4' OH positions in DES; less rigid flat structure than flavones leads to slightly lowered RBAs. > 1 > 1 > 1 > 0 > 1 > 0 > 0.59 > structure modified v4b $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 5.9766 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3213 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9881 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 -4.6095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9884 -4.6095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3331 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9884 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9881 -1.1524 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3213 -1.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.4571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9766 -4.6095 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3097 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9763 -1.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3094 -1.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9647 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9647 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3094 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9763 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2979 -2.3048 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 2 0 0 0 0 1 13 1 0 0 0 0 2 3 1 0 0 0 0 2 12 2 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 19 2 0 0 0 0 M END > 22451 > 2451 > 22451 > 144_NCTRER_v4b > C15H10O5 > 270.241 > defined organic > parent > tested chemical > 3',4',7-trihydroxy isoflavone > 485-63-2 > single chemical compound > 3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one > C1(C(C2=CC=C(C=C(OC=1)2)O)=O)C3=CC(O)=C(C=C3)O > C1(C(C2=CC=C(C=C(OC=1)2)O)=O)C3=CC(O)=C(C=C3)O > InChI=1/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H > DDKGKOOLFLYZDL-UHFFFAOYAL > Receptor Binding > Estrogen Receptor Relative Binding Affinity > rat > Phytoestrogens Isoflavones > 0.00446 > -2.35 > 44 > active > active weak > 0.019 > Isoflavones are relatively weak binders, RBA optimized when OH groups in 7,4' positions approx correspond to 4,4' OH positions in DES, a more frequent coincidence than in flavones and flavanones. > 1 > 1 > 1 > 0 > 1 > 0 > 2.07 $$$$ 20 22 0 0 0 0 0 0 0 0 1 V2000 5.3213 -3.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9766 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3097 -2.3048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9763 -1.15