1.0 2016-09-30 22:32:06 UTC 2020-04-22 15:03:59 UTC BMDB0000523 BMDB00523 5-Androstene-3b,16b,17a-triol C19H30O3 306.4397 306.219494826 (1S,2R,5S,10R,11S,13S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,13,14-triol 5-androstene-3b,16b,17a-triol 25126-70-9 [H][C@@]12C[C@H](O)[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13+,14-,15-,16-,17+,18-,19-/m0/s1 GUGSXATYPSGVAY-CUZKMJQKSA-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 16-beta-hydroxysteroids 17-hydroxysteroids 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Polyols Secondary alcohols 16-beta-hydroxysteroid 16-hydroxysteroid 17-hydroxysteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Polyol Secondary alcohol Aliphatic homopolycyclic compounds C19 steroids (androgens) and derivatives Solid logp 2.17 ALOGPS logs -3.21 ALOGPS logp 1.72 ChemAxon pka_strongest_acidic 13.62 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (1S,2R,5S,10R,11S,13S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,13,14-triol ChemAxon average_mass 306.4397 ChemAxon mono_mass 306.219494826 ChemAxon smiles [H][C@@]12C[C@H](O)[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C ChemAxon formula C19H30O3 ChemAxon inchi InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13+,14-,15-,16-,17+,18-,19-/m0/s1 ChemAxon inchikey GUGSXATYPSGVAY-CUZKMJQKSA-N ChemAxon polar_surface_area 60.69 ChemAxon refractivity 86.84 ChemAxon polarizability 35.8 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 3 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 22714 Specdb::CMs 37593 Specdb::CMs 137007 Specdb::CMs 144741 Specdb::CMs 1064824 Specdb::CMs 1064826 Specdb::CMs 1064828 Specdb::CMs 1064830 Specdb::CMs 1064832 Specdb::CMs 1064834 Specdb::CMs 1064836 Specdb::CMs 1064838 Specdb::CMs 1064840 Specdb::CMs 1064842 Specdb::CMs 1064844 Specdb::CMs 1064846 Specdb::CMs 1064849 Specdb::MsMs 316438 Specdb::MsMs 316439 Specdb::MsMs 316440 Specdb::MsMs 362698 Specdb::MsMs 362699 Specdb::MsMs 362700 Specdb::MsMs 2291811 Specdb::MsMs 2291812 Specdb::MsMs 2291813 Specdb::MsMs 2644191 Specdb::MsMs 2644192 Specdb::MsMs 2644193 FDB022091 21252251 13628101 5508 Huffman, Max N.; Lott, Mary Harriett. Steric structure of estriol and related steroids. Journal of the American Chemical Society (1947), 69 1835.