| Identification | Back Directory | [Name]
COPROSTANOL | [CAS]
360-68-9 | [Synonyms]
Stercorin
Zymostanol
Koprosterin
Koprosterol
COPROSTEROL
COPROSTANOL
COPROSTAN-3-OL
Cholestan-3-ol
COPROSTAN-3B-OL
5beta-cholestanol
5beta-Coprostanol
Coprostan-3-beta-ol
Coprostan-3-ol >=98%
(3b,5b)-cholestan-3-ol
3-beta-Hydroxycholestane
5BETA-CHOLESTAN-3BETA-OL
5BETA(H)-CHOLESTAN-3BETA-OL
5-BETA-CHOLESTANE-3-BETA-OL
Coprostanol analytical grade
(3-beta,5-beta)-cholestan-3-o
Cholestan-3-ol, (3beta,5beta)-
3beta-Hydroxy-5beta-cholestanol
5-beta-Cholestan-3-Beta-Ol (Coprosterol)
5-beta-cholestan-3-beta-ol ??? 5beta 3beta??? | [EINECS(EC#)]
206-638-8 | [Molecular Formula]
C27H48O | [MDL Number]
MFCD00068259 | [MOL File]
360-68-9.mol | [Molecular Weight]
388.67 |
| Chemical Properties | Back Directory | [Melting point ]
101° | [alpha ]
D18 +28° (c = 1.8 in CHCl3) | [Boiling point ]
454.32°C (rough estimate) | [density ]
0.9506 (rough estimate) | [refractive index ]
1.5250 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Ethylacetate (Slightly) | [form ]
Solid | [pka]
15.14±0.70(Predicted) | [color ]
White to Off-White | [Optical Rotation]
+2818 (c 1.8, CHCl3) | [EPA Substance Registry System]
Coprosterol (360-68-9) |
| Hazard Information | Back Directory | [Uses]
Coprostan-3-ol is a 27-carbon stanol resulted from biohydrogenation of cholesterol in the gut of most higher animals. It is a common biomarker for the presence of human faecal matter in the environment (1,2).This compound is a contaminant of emerging concern (CECs). | [Uses]
It has been used as an internal standard for the determination of total amounts of cholesterol and 7-dehydrocholesterol reductase by GC/MS. | [Definition]
ChEBI: 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, a human urinary metabolite and an environmental contaminant. It is a cholestanoid, a 3-hydroxy steroid and a member of phytosterols. It derives from a hydride of a 5beta-cholestane. | [General Description]
Coprostan-3-ol is a cholesterol derivative that can be prepared from 5β-cholestan-3-one via reduction. | [IC 50]
Microbial Metabolite | [Purification Methods]
A possible impurity is the 3-ol from which it can be separated by chromatography on Al2O3 and eluting with Et2O/*C6H6 (1:24) whereby the 3-ol runs first (m 116-117o) and further elution gives the pure coprosterol (m 99-101o). Crystallise it from MeOH or aqueous EtOH. Its solubility is 0.79% in H2O at 25o. [Bridgewater & Shoppee J Chem Soc 1709 1953, Shoppee & Summers J Chem Soc 687 1950.] |
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