COPROSTANOL
Synonym(s):5β-Cholestan-3β-ol
- CAS NO.:360-68-9
- Empirical Formula: C27H48O
- Molecular Weight: 388.68
- MDL number: MFCD00068259
- EINECS: 206-638-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 16:48:35
What is COPROSTANOL?
The Uses of COPROSTANOL
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).
The Uses of COPROSTANOL
It has been used as an internal standard for the determination of total amounts of cholesterol and 7-dehydrocholesterol reductase by GC/MS.
What are the applications of Application
Coprostan-3-ol is a common biomarker for the presence of human faecal matter in the environment
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.
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.]
Properties of COPROSTANOL
Melting point: | 101° |
Boiling point: | 454.32°C (rough estimate) |
alpha | D18 +28° (c = 1.8 in CHCl3) |
Density | 0.9506 (rough estimate) |
refractive index | 1.5250 (estimate) |
storage temp. | Refrigerator |
solubility | Chloroform (Slightly), Ethylacetate (Slightly) |
pka | 15.14±0.70(Predicted) |
form | Solid |
color | White to Off-White |
EPA Substance Registry System | Coprosterol (360-68-9) |
Safety information for COPROSTANOL
Computed Descriptors for COPROSTANOL
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