1.0 2016-09-30 22:29:31 UTC 2020-05-11 20:36:53 UTC BMDB0000372 BMDB00372 16-Oxoestrone 16-Ketoestrone 3-Hydroxy-1,3,5(10)-estratriene-16,17-dione C18H20O3 284.3496 284.141244506 (15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-13,14-dione (15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-13,14-dione 1228-73-5 C[C@]12CCC3C(CCC4=C3C=CC(O)=C4)C1CC(=O)C2=O InChI=1S/C18H20O3/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/h3,5,8,13-15,19H,2,4,6-7,9H2,1H3/t13?,14?,15?,18-/m0/s1 ANPHVANSJXDRTP-VLVBFLKRSA-N belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Estrane steroids Estrogens and derivatives 1-hydroxy-2-unsubstituted benzenoids 16-oxosteroids 17-oxosteroids 3-hydroxysteroids Cyclic ketones Hydrocarbon derivatives Organic oxides Phenanthrenes and derivatives Tetralins 1-hydroxy-2-unsubstituted benzenoid 16-oxosteroid 17-oxosteroid 3-hydroxysteroid Aromatic homopolycyclic compound Benzenoid Carbonyl group Cyclic ketone Estrogen-skeleton Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Phenanthrene Tetralin Aromatic homopolycyclic compounds Solid melting_point 231 - 235 °C logp 2.86 ALOGPS logs -4.15 ALOGPS logp 4.15 ChemAxon pka_strongest_acidic 10.33 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac (15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-13,14-dione ChemAxon average_mass 284.3496 ChemAxon mono_mass 284.141244506 ChemAxon smiles C[C@]12CCC3C(CCC4=C3C=CC(O)=C4)C1CC(=O)C2=O ChemAxon formula C18H20O3 ChemAxon inchi InChI=1S/C18H20O3/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/h3,5,8,13-15,19H,2,4,6-7,9H2,1H3/t13?,14?,15?,18-/m0/s1 ChemAxon inchikey ANPHVANSJXDRTP-VLVBFLKRSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 79.83 ChemAxon polarizability 31.49 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 22047 Specdb::CMs 37475 Specdb::CMs 135469 Specdb::CMs 143203 Specdb::CMs 1059853 Specdb::CMs 1059855 Specdb::CMs 1059857 Specdb::MsMs 314935 Specdb::MsMs 314936 Specdb::MsMs 314937 Specdb::MsMs 360790 Specdb::MsMs 360791 Specdb::MsMs 360792 Specdb::MsMs 2804796 Specdb::MsMs 2804797 Specdb::MsMs 2804798 Specdb::MsMs 2874542 Specdb::MsMs 2874543 Specdb::MsMs 2874544 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C14441 53477688 FDB021991 16-Ketoestrone 5361 uffman, Max N. 16-Keto estrogens. (1950), US 2522178 19500912 CAN 45:6349 AN 1951:6349