1.0 2011-09-21 00:07:16 UTC 2015-07-21 06:56:56 UTC FDB022028 3b,17a-Dihydroxy-5a-androstane 3b,17a-Dihydroxy-5a-androstane is an steroid found in the monosulfate fraction of normal human feces. Several steroids identified in the disulfate fraction of human bile are found in the monosulfate fraction of human feces, indicating partial hydrolysis of diconjugates in the intestine. The androstanediols and pregnanediols found in the feces are primarily of a 3b-hydroxy-5a- or 3b-hydroxy-5b-structure, whereas those in the bile are of a 3a-hydroxy-5a- or 3a-hydroxy-5b-structure. This suggests conversion of a 3a-hydroxyl to a 3b-hydroxyl in the intestine in vivo. 3b,17a-Dihydroxy-5a-androstane is also found unconjugated in normal human plasma. (PMID 4245755, 4223807, 4321841, 1769135) [HMDB] (3b,5a,17a)-Androstane-3,17-diol 3b,17a-Dihydroxy-5a-androstane 5a-Androstane-3b,17a-diol C19H32O2 292.4562 292.240230268 (2S,5S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol 5a-androstane-3b,17a-diol 5856-11-1 C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@H]2O 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-ILNNWSBUSA-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. Androgens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Aliphatic homopolycyclic compounds 17-hydroxysteroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 17-hydroxysteroid 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Solid logp 3.56 ALOGPS logs -4.18 ALOGPS solubility 1.93e-02 g/l ALOGPS logp 3.2 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -0.76 ChemAxon iupac (2S,5S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol ChemAxon average_mass 292.4562 ChemAxon mono_mass 292.240230268 ChemAxon smiles C[C@]12CCC3C(CCC4C[C@@H](O)CC[C@]34C)C1CC[C@H]2O 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-ILNNWSBUSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 84.63 ChemAxon polarizability 35.44 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11033 Specdb::CMs 37512 Specdb::MsMs 290341 Specdb::MsMs 290342 Specdb::MsMs 290343 Specdb::MsMs 330001 Specdb::MsMs 330002 Specdb::MsMs 330003 HMDB00412 #<Reference:0x000055ce32262928> #<Reference:0x000055ce32261d48> #<Reference:0x000055ce32261b90> #<Reference:0x000055ce322619d8>