1.0 2016-09-30 22:31:02 UTC 2020-04-21 18:14:17 UTC BMDB0000458 BMDB00458 5a-Androstane-3a,17a-diol 5a-Androstane-3a,17a-diol 5Α-androstane-3α,17α-diol 3a,17a-Dihydroxy-5a-androstane (3alpha,5alpha,17alpha)-Androstane-3,17-diol (3Α,5α,17α)-androstane-3,17-diol 3alpha,17alpha-Dihydroxy-5alpha-androstane 3Α,17α-dihydroxy-5α-androstane 5alpha-Androstan-3alpha,17alpha-diol 5Α-androstan-3α,17α-diol 5alpha-Androstane-3alpha,17alpha-diol C19H32O2 292.4562 292.240230268 (1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol (1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol 6165-21-5 [H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C InChI=1S/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-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 17-hydroxysteroids 3-alpha-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 17-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homopolycyclic compounds C19 steroids (androgens) and derivatives Solid logp 3.56 ALOGPS logs -4.18 ALOGPS logp 3.2 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -0.76 ChemAxon iupac (1S,2S,5R,7S,10R,11S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol ChemAxon average_mass 292.4562 ChemAxon mono_mass 292.240230268 ChemAxon smiles [H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C19H32O2 ChemAxon inchi InChI=1S/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 ChemAxon inchikey CBMYJHIOYJEBSB-CUZKMJQKSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 84.63 ChemAxon polarizability 35.17 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 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 24916 Specdb::CMs 37548 Specdb::CMs 145803 Specdb::CMs 1063006 Specdb::CMs 1063008 Specdb::CMs 1063010 Specdb::CMs 1063012 Specdb::CMs 1063014 Specdb::MsMs 321202 Specdb::MsMs 321203 Specdb::MsMs 321204 Specdb::MsMs 368755 Specdb::MsMs 368756 Specdb::MsMs 368757 Specdb::MsMs 2355774 Specdb::MsMs 2355775 Specdb::MsMs 2355776 Specdb::MsMs 2606914 Specdb::MsMs 2606915 Specdb::MsMs 2606916 FDB022056 8032954 9857254 McDermott, Ian R.; Robinson, Cecil H. Novel synthesis of 5a-androstane-3a,17a-diol. Journal of the Chemical Society, Chemical Communications (1979), (1), 28-9.