Compound: Epietiocholanolone
SMILES: O=C1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4([C@@H](C[C@@H](O)CC4)CC3)C)CC2)CC1)C
InChIKey: QGXBDMJGAMFCBF-XRJZGPCZSA-N
Synonyms: Epietiocholanolone, 571-31-3, 5beta-androstan-3beta-ol-17-one, 3beta-hydroxy-5beta-androstan-17-one, 5b-Epiandrosterone, beta-Etiocholanolone, 3b-hydroxy-5b-androstan-17-one, Epi-5beta-androsterone, 3.beta.-Etiocholanolone, epi-5.beta.-androsterone, b-Etiocholanolone, Methyl-1-alpha, Epiaetiocholanolone, 3b-Etiocholanolone, NSC-62996, Etiocholan-3beta-ol-17-one, epi-5b-Androsterone, 3beta-Etiocholanolone, 5beta-Epiandrosterone, C1751JYC6P, Etiocholan-3.beta.-ol-17-one, J39.820I, 5.beta.-Epiandrosterone, (3S,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one, Etiocholan-3b-ol-17-one, UNII-C1751JYC6P, 3b-Hydroxyetiocholan-17-one, .BETA.-ETIOCHOLANOLONE, 5b-Androstan-3b-ol-17-one, 5b-Androstane-3b-ol-17-one, CHEBI:89524, 5.beta.-Androstan-17-one, 3.beta.-hydroxy-, 3.beta.-Hydroxyetiocholan-17-one, 3b-Hydroxy-17-oxo-5b-androstane, 3b-Hydroxy-5b-androstane-17-one, 5beta-Androstan-17-one, 3beta-hydroxy-, Androstan-17-one, 3-hydroxy-, (3beta,5beta)-, 3.BETA.-HYDROXY-5.BETA.-ANDROSTAN-17-ONE, Androstan-17-one, 3-hydroxy-, (3.beta.,5.beta.)-, 3beta-Hydroxyetiocholan-17-one, (3S,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta(a)phenanthren-17-one, 5-beta-Androstan-17-one, 3beta-hydroxy-, Androstan-3.beta.-ol-17-one, (5.beta.)-, 3-Hydroxyandrostan-17-one, (3.beta.,5.beta.)-, RefChem:137201, 5beta-androstane-3beta-ol-17-one, 3beta-hydroxy-17-oxo-5beta-androstane, Androstan-3beta-ol-17-one, (5beta)-, (3beta,5beta)-3-Hydroxyandrostan-17-one, 3-Hydroxyandrostan-17-one, (3beta,5beta)-, QGXBDMJGAMFCBF-QRIARFFBSA-N, 5beta-Epiandrosterone (1mg/ml in Acetonitrile), 3.beta.-Hydroxy-5.beta.-androstane-17-one, MLS000563094, CHEMBL260526, orb3137130, SCHEMBL5951521, QGXBDMJGAMFCBF-XRJZGPCZSA-N, DTXSID601024073, HMS2271P11, NSC62996, BDBM50375560, LMST02020104, AKOS027381609, (3aS,3bR,5aR,7S,9aS,9bS,11aS)-7-hydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-one, SMR001215856, Androstan-17-one, (3.beta.,5.beta.)-, 5beta-Epiandrosterone (1 mg/ml in Acetonitrile), Q27161719, (3S,5R,8R,10S,13S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one
Theoretical properties:
molecular_formula: C19H30O2
molecular_weight: 290.4 g/mol
exact_mass: 290.224580195 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 154 - 155 °C
Descriptions:
pubchem: Epietiocholanolone is a 3beta-hydroxy steroid that is 5beta-androstane substituted by a hydroxy group at position 3beta and an oxo group at position 17. It is a metabolite of testosterone. It has a role as an androgen, an animal metabolite, a mouse metabolite, a human blood serum metabolite and a rat metabolite. It is a 17-oxo steroid, a 3beta-hydroxy steroid and an androstanoid. It derives from a hydride of a 5beta-androstane.
chebi: A 3β-hydroxy steroid that is 5β-androstane substituted by a hydroxy group at position 3β and an oxo group at position 17. It is a metabolite of testosterone.
chembl: EPIETIOCHOLANOLONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Epietiocholanolone, also known as 3β-hydroxy-5β-androstan-17-one or as etiocholan-3β-ol-17-one, is an etiocholane (5β-androstane) steroid as well as an inactive metabolite of testosterone that is formed in the liver. The metabolic pathway is testosterone to 5β-dihydrotestosterone (via 5β-reductase), 5β-dihydrotestosterone to 3β,5β-androstanediol (via 3β-hydroxysteroid dehydrogenase), and 3β,5β-androstanediol to epietiocholanolone (via 17β-hydroxysteroid dehydrogenase). Epietiocholanolone can also be formed directly from 5β-androstanedione (via 3β-hydroxysteroid dehydrogenase). It is glucuronidated and sulfated in the liver and excreted in urine.