Coprostanol
PubChem CID: 221122
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| Compound Synonyms | Coprosterol, COPROSTANOL, 360-68-9, Stercorin, 5beta-Cholestan-3beta-ol, Coprostan-3-ol, Koprosterin, Koprosterol, 5-beta-Cholestan-3-beta-ol, 3-beta-Cholestanol, Coprostan-3-beta-ol, Koprosterin [German], 3-beta-Hydroxycholestane, 5beta Coprostanol, UNII-PPT67I3S74, PPT67I3S74, 3beta-Hydroxy-5beta-cholestanol, CHEBI:89519, (3-beta,5-beta)-Cholestan-3-ol, NSC-5060, COPROSTEROL [MI], EINECS 206-638-8, NSC 18175, NSC-18175, 3.BETA.-COPROSTANOL, (3beta,5beta)-cholestan-3-ol, 5.beta.-Cholestan-3.beta.-ol, DTXSID1052036, 3.beta.-Hydroxy-5.beta.-cholestanol, Cholestan-3-ol, (3-beta,5-beta)-, Cholestan-3-ol, (3.beta.,5.beta.)-, 5-beta-Cholestan-3-Beta-Ol (Coprosterol), Coprostan-3-.beta.-ol, (3beta,5beta,14beta,17alpha)-cholestan-3-ol, (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,5.beta.)-, beta Cholestanol, 5beta-Coprostanol, Cholestan 3 ol, Cholestan-3-ol, (3beta,5beta)-, 5 beta Cholestan 3 beta ol, 5 beta-Cholestan-3 beta-ol, 5 alpha Cholestan 3 beta ol, 5 alpha-Cholestan-3 beta-ol, 5 beta-Cholestan-3 alpha-ol, Cholestan-3-ol, (3alpha)-, 5 alpha Cholestan 3 alpha ol, 5 alpha-Cholestan-3 alpha-ol, beta-Cholestan-3 beta-ol, 5, beta-ol, 5 beta-Cholestan-3, DTXCID401474016, Koprosterin, Stercorin, NSC 5060, Coprostan3ol, 3betaCholestanol, 3betaCoprostanol, Coprostan3betaol, 5b-Coprostanol, Cholestanol, (3alpha, 5beta)-Isomer, (1r,3as,3bs,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-((2r)-6-methylheptan-2-yl)-tetradecahydro-1h-cyclopenta(a)phenanthren-7-ol, (1r,3as,3bs,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol, QNJ, 5betaCholestan3betaol, 3betaHydroxycholestane, 5b-Cholestan-3b-ol, 3BETA-COPROSTANOL, 3b-Hydroxy-5b-cholestanol, 3betaHydroxy5betacholestanol, (3beta,5beta)Cholestan3ol, (3b,5b)-cholestan-3-ol, SCHEMBL28410, Coprostan-3-ol, >=98%, 5betaCholestan3betaol (8CI), Cholestan3ol, (3beta,5beta), CHEMBL2048325, DTXCID6030603, NSC5060, QYIXCDOBOSTCEI-NWKZBHTNSA-N, 5beta-Cholestan-3beta-ol (8CI), 27409-41-2, AAA36068, NSC18175, LMST01010078, AKOS037645036, Cholestan3ol, (3beta,5beta) (9CI), AS-56343, Cholestan-3-ol, (3beta,5beta)-(9CI), HY-118103, Cholestan-3-ol, (3-beta,5-beta)-(9CI), CS-0065199, NS00124866, Q5168983, (3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol, 206-638-8 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 20.2 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2C(C1)CCC1C3CCCC3CCC21 |
| Np Classifier Class | Cholestane steroids |
| Deep Smiles | CCCCC[C@H][C@H]CC[C@@H][C@]5C)CC[C@H][C@H]6CC[C@H][C@]6C)CC[C@@H]C6)O)))))))))))))))))C)))))C |
| Heavy Atom Count | 28.0 |
| Classyfire Class | Steroids and steroid derivatives |
| Description | Coprosterol or coprostanol is a cholesterol derivative found in human feces, gallstones, eggs, and other biological matter. Coprosterol is the odorous principle of feces. It is formed from the biohydrogenation 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. American physician Austin Flint named it stercorin . The transformation of cholesterol into coprosterol in its passage through the body involves a reduction of the C5:C6 double bond, and a transition from the allocholanic- to the cholanic-ring system. Although it is established that the bacterial flora of the intestine is concerned in the reduction process, the mechanism by which the stereochemical change is brought about is unknown. Current data suggests that cholestenone and coprostanone, and not cholesterol itself, are the immediate precursors of coprosterol which is formed from them in the intestine by bacterial reduction. [HMDB] |
| Scaffold Graph Node Level | C1CCC2C(C1)CCC1C3CCCC3CCC21 |
| Classyfire Subclass | Cholestane steroids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 540.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 9.0 |
| Uniprot Id | P9WPP1 |
| Iupac Name | (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 |
| Prediction Hob | 1.0 |
| Class | Steroids and steroid derivatives |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 9.4 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Cholestane steroids |
| Gsk 4 400 Rule | False |
| Molecular Formula | C27H48O |
| Scaffold Graph Node Bond Level | C1CCC2C(C1)CCC1C3CCCC3CCC21 |
| Prediction Swissadme | 0.0 |
| Inchi Key | QYIXCDOBOSTCEI-NWKZBHTNSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 1.0 |
| Logs | -7.044 |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Logd | 7.08 |
| Synonyms | (3b,5b)-cholestan-3-ol, 3b-Hydroxy-5b-cholestanol, 5b-Cholestan-3b-ol, 5b-Coprostanol, 5beta Coprostanol, 5beta-cholestan-3beta-ol, 5beta-Coprostanol, Stercorin, (3beta,5beta)-Cholestan-3-ol, 5beta-Cholestan-3beta-ol, Coprosterol, (3b,5b)-Cholestan-3-ol, (3Β,5β)-cholestan-3-ol, 5b Coprostanol, 5Β coprostanol, 5Β-cholestan-3β-ol, 5Β-coprostanol, 5 beta-Cholestan-3 beta-ol, 5 alpha Cholestan 3 alpha ol, Coprostanol, 5 beta-Cholestan-3 alpha-ol, Cholestan 3 ol, Cholestanol, (3alpha, 5beta)-isomer, beta-Cholestanol, beta-Cholestan-3 beta-ol, 5, Cholestan-3-ol, Cholestanol, Dihydrocholesterol, beta-Ol, 5 beta-cholestan-3, 5 alpha Cholestan 3 beta ol, beta Cholestanol, 5 alpha-Cholestan-3 alpha-ol, 5 alpha-Cholestan-3 beta-ol, 5 beta Cholestan 3 beta ol, coprosterol |
| Substituent Name | Cholesterol-skeleton, Cholesterol, 3-beta-hydroxysteroid, Hydroxysteroid, 3-hydroxysteroid, Cyclic alcohol, Secondary alcohol, Hydrocarbon derivative, Organooxygen compound, Alcohol, Aliphatic homopolycyclic compound |
| Esol Class | Poorly soluble |
| Functional Groups | CO |
| Compound Name | Coprostanol |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 388.371 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 388.371 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 388.7 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 9.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -6.6574160000000004 |
| Inchi | InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 |
| Smiles | C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@@H](C4)O)C)C |
| Nring | 4.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Cholesterols and derivatives |
| Np Classifier Superclass | Steroids |
- 1. Outgoing r'ship
FOUND_INto/from Arabidopsis Lyrata (Plant) Rel Props:Reference: - 2. Outgoing r'ship
FOUND_INto/from Arabidopsis Multiflorum (Plant) Rel Props:Reference: - 3. Outgoing r'ship
FOUND_INto/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Ipomoea Nil (Plant) Rel Props:Reference:ISBN:9788172361150