C2882
5β-Cholestan-3α-ol
≥95%
Synonym(s):
Epicoprostanol
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About This Item
Empirical Formula (Hill Notation):
C27H48O
CAS Number:
Molecular Weight:
388.67
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Quality Level
assay
≥95%
form
powder
shipped in
ambient
storage temp.
room temp
SMILES string
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
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
InChI key
QYIXCDOBOSTCEI-KKFSNPNRSA-N
Application
5β-Cholestan-3α-ol was used as internal standard for analysis of sterols in plasma by GC and HPLC.
Biochem/physiol Actions
5β-Cholestan-3α-ol is a sterol produced endogenously from cholesterol and has been isolated from feces of human and rats. It is derived from cholesterol by the action of intestinal microorganisms.
Preparation Note
5β-Cholestan-3α-ol yields clear, colorless to faint yellow solution in chloroform at 50 mg/ml.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Product Information Sheet
M Souidi et al.
Life sciences, 64(17), 1585-1593 (1999-06-03)
Our purpose was to examine the in vitro modulation of liver mitochondrial sterol 27-hydroxylase (S27OHase) and microsomal cholesterol 7alpha-hydroxylase (CH7alphaOHase) activities by certain drugs, sterols, oxysterols and bile acids, and to compare the influence of sex, age, diet and cholestyramine
D Blache et al.
Journal of chromatography. B, Biomedical sciences and applications, 702(1-2), 103-110 (1998-02-04)
Resveratrol is a trihydroxystilbene present in certain red wines. It may play a role in the inhibition of lipoprotein oxidation and platelet activity. We have developed the first method to measure resveratrol in animal and human samples and to study
Anna N Bukiya et al.
The Journal of general physiology, 137(1), 93-110 (2010-12-15)
The activity (Po) of large-conductance voltage/Ca(2+)-gated K(+) (BK) channels is blunted by cholesterol levels within the range found in natural membranes. We probed BK channel-forming α (cbv1) subunits in phospholipid bilayers with cholesterol and related monohydroxysterols and performed computational dynamics