COPROSTANOL
COPROSTANOL Basic information
- Product Name:
- COPROSTANOL
- Synonyms:
-
- 5BETA(H)-CHOLESTAN-3BETA-OL
- 5-BETA-CHOLESTANE-3-BETA-OL
- 5BETA-CHOLESTAN-3BETA-OL
- (3-beta,5-beta)-cholestan-3-o
- 3beta-Hydroxy-5beta-cholestanol
- 3-beta-Hydroxycholestane
- 5beta-cholestanol
- Cholestan-3-ol
- CAS:
- 360-68-9
- MF:
- C27H48O
- MW:
- 388.68
- EINECS:
- 206-638-8
- Mol File:
- 360-68-9.mol
COPROSTANOL Chemical Properties
- 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 activity
- +2818 (c 1.8, CHCl3)
- EPA Substance Registry System
- Coprosterol (360-68-9)
COPROSTANOL Usage And Synthesis
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.
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.]
COPROSTANOLSupplier
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COPROSTANOL(360-68-9)Related Product Information
- Timosaponin A-III
- Timosaponin BII
- COPROSTANOL
- Sarsasapogenin
- SMILAGENIN
- COPROSTANE
- 6-BETA-HYDROXY COPROSTANOL
- coprostanol-3-sulfate sodium salt
- SMILAGENIN ACETATE
- TIMOSAPONIN A III
- 24-ETHYL-EPI-COPROSTANOL
- COPROSTANOL ACETATE
- 5-BETA, 20-ALPHA, 22-BETA, 25L-SPIROSTAN-3-BETA-OL ACETATE
- 5-BETA-CHOLESTAN-3-BETA-OL PROPIONATE
- COPROSTANOL BENZOATE
- 5ALPHA-CYPRINOLSULFATE
- 5-BETA-CHOLESTAN-3-BETA-OL HEMISUCCINATE
- 24-ETHYL-5BETA(H)-CHOLESTAN-3BETA-OL