1.0 2016-09-30 22:32:32 UTC 2020-05-11 20:12:32 UTC BMDB0000546 BMDB00546 Epietiocholanolone 3b-Etiocholanolone 3b-Hydroxy-17-oxo-5b-androstane 3b-Hydroxy-5b-androstan-17-one 3b-Hydroxy-5b-androstane-17-one 3b-Hydroxyetiocholan-17-one 5b-Androstan-3b-ol-17-one 5b-Androstane-3b-ol-17-one 5b-Epiandrosterone b-Etiocholanolone beta-Etiocholanolone Epi-5b-androsterone Epiaetiocholanolone Etiocholan-3b-ol-17-one M1A Methyl-1-alpha C19H30O2 290.4403 290.224580204 (1S,2S,5S,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one (1S,2S,5S,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one 571-31-3 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](O)CC[C@]12C InChI=1S/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/h12-16,20H,3-11H2,1-2H3/t12-,13+,14+,15+,16+,18+,19+/m1/s1 QGXBDMJGAMFCBF-XRJZGPCZSA-N belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Androgens and derivatives 17-oxosteroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols 17-oxosteroid 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Aliphatic homopolycyclic compounds C19 steroids (androgens) and derivatives Solid melting_point 154 - 155 °C logp 3.71 ALOGPS logs -4.66 ALOGPS logp 3.77 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2S,5S,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one ChemAxon average_mass 290.4403 ChemAxon mono_mass 290.224580204 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](O)CC[C@]12C ChemAxon formula C19H30O2 ChemAxon inchi InChI=1S/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/h12-16,20H,3-11H2,1-2H3/t12-,13+,14+,15+,16+,18+,19+/m1/s1 ChemAxon inchikey QGXBDMJGAMFCBF-XRJZGPCZSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 83.81 ChemAxon polarizability 34.65 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 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::MsMs 767 Specdb::MsMs 768 Specdb::MsMs 769 Specdb::MsMs 324262 Specdb::MsMs 324263 Specdb::MsMs 324264 Specdb::MsMs 372631 Specdb::MsMs 372632 Specdb::MsMs 372633 Specdb::MsMs 374597 Specdb::MsMs 451218 Specdb::MsMs 2304231 Specdb::MsMs 2304232 Specdb::MsMs 2304233 Specdb::MsMs 2658070 Specdb::MsMs 2658071 Specdb::MsMs 2658072 Specdb::NmrOneD 1414 Specdb::NmrTwoD 1358 Specdb::CMs 26294 Specdb::CMs 37613 Specdb::CMs 171306 Specdb::CMs 1065609 Specdb::CMs 1065611 Specdb::CMs 1065613 Kidney 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 FDB022109 216866 542034 247732 Epietiocholanolone 5531 Fajkos, J.; Sanda, V. Steroids. LXVI. 16-Bromo derivatives in the 5b-androstane series. Collection of Czechoslovak Chemical Communications (1962), 27 355-61.