Compound: Coprosterol
SMILES: O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@@H]([C@@H](CCCC(C)C)C)CC4)(C)CC3)CC2)(C)CC1
InChIKey: QYIXCDOBOSTCEI-NWKZBHTNSA-N
Synonyms: Coprosterol, COPROSTANOL, 360-68-9, Stercorin, 5beta-Cholestan-3beta-ol, Koprosterin, Koprosterol, PPT67I3S74, NSC-5060, NSC-18175, DTXSID1052036, CHEBI:89519, (3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, Cholestan-3-ol, (3beta,5beta)-, (3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-3-ol, RefChem:127930, DTXCID6030603, 206-638-8, Coprostan-3-ol, 5-beta-Cholestan-3-beta-ol, 5beta Coprostanol, (3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol, 5beta-Coprostanol, NSC 18175, 5-beta-Cholestan-3-Beta-Ol (Coprosterol), (3beta,5beta,14beta,17alpha)-cholestan-3-ol, Cholestan-3-ol,5.beta.)-, 5.beta.-Cholestan-3.beta.-ol, C27H48O, 3.beta.-Hydroxy-5.beta.-cholestanol, 3-beta-Cholestanol, Coprostan-3-beta-ol, Koprosterin [German], 3-beta-Hydroxycholestane, UNII-PPT67I3S74, Koprosterin; Stercorin;NSC 5060, 5b-Coprostanol, 3beta-Hydroxy-5beta-cholestanol, Cholestan-3-ol, (3.beta.,5.beta.)-, (3-beta,5-beta)-Cholestan-3-ol, QNJ, EINECS 206-638-8, 5b-Cholestan-3b-ol, COPROSTEROL [MI], 3b-Hydroxy-5b-cholestanol, (3b,5b)-cholestan-3-ol, 3.BETA.-COPROSTANOL, SCHEMBL28410, Coprostan-3-ol, >=98%, orb1697734, (3beta,5beta)-cholestan-3-ol, CHEMBL2048325, NSC5060, QYIXCDOBOSTCEI-NWKZBHTNSA-N, AAA36068, NSC18175, LMST01010078, MFCD00068259, AKOS037645036, Cholestan-3-ol, (3-beta,5-beta)-, AS-56343, HY-118103, CS-0065199, NS00124866, Q5168983, (3S,5R,8R,9S,10S,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Theoretical properties:
molecular_formula: C27H48O
molecular_weight: 388.7 g/mol
exact_mass: 388.370516150 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 5
heavy_atom_count: 28
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 102 °C
Descriptions:
pubchem: Coprostanol is a member of the class of phytosterols that is 5beta-cholestane carrying a hydroxy substituent at the 3beta-position. It has a role as a plant metabolite, an environmental contaminant and a human urinary metabolite. It is a member of phytosterols, a 3-hydroxy steroid and a cholestanoid. It derives from a hydride of a 5beta-cholestane.
chebi: A member of the class of phytosterols that is 5β-cholestane carrying a hydroxy substituent at the 3β-position.
chembl: COPROSTANOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 5β-Coprostanol (5β-cholestan-3β-ol) is a 27-carbon stanol formed from the net reductive metabolism of cholesterol (cholest-5en-3β-ol) in the gut of most higher animals and birds. This compound has frequently been used as a biomarker for the presence of human faecal matter in the environment. 5β-coprostanol is thought to be exclusively bacterial in origin.