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D6128

Sigma-Aldrich

5α-Cholestan-3β-ol

≥95%

Synonym(s):

β-Cholestanol, 3β-Hydroxy-5α-cholestane, Dihydrocholesterol

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About This Item

Empirical Formula (Hill Notation):
C27H48O
CAS Number:
Molecular Weight:
388.67
Beilstein/REAXYS Number:
2418594
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.28

biological source

synthetic (organic)

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-QCYZZNICSA-N

Gene Information

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Application

5α-Cholestan-3β-ol was used as a standard in lipid analysis using HPLC.

Biochem/physiol Actions

5α-Cholestan-3β-ol is derived from cholesterol by the action of intestinal microorganisms. It is known to induce the formation of gall stones in rabbits in the presence of sodium ions.

Related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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BIOSYNTHESIS OF 5-ALPHA-CHOLESTAN-3-BETA-OL IN THE RABBIT AND GUINEA PIG.
S SHEFER et al.
The Journal of biological chemistry, 239, 1731-1736 (1964-06-01)
Anna Bertolini et al.
American journal of physiology. Gastrointestinal and liver physiology, 316(3), G404-G411 (2019-01-18)
The gastrointestinal phenotype of cystic fibrosis (CF) features intestinal bile acid (BA) malabsorption, impaired intestinal farnesoid X receptor (FXR) activation, and consequently reduced fibroblast growth factor 19 (FGF19, FGF15 in mice) production. The osmotic laxative polyethylene glycol (PEG) has been
IDENTIFICATION OF ALLODEOXYCHOLIC ACID AS THE MAJOR COMPONENT OF GALLSTONES INDUCED IN THE RABBIT BY 5-ALPHA-CHOLESTAN-3-BETA-OL.
A F HOFMANN et al.
The Journal of biological chemistry, 239, 2813-2821 (1964-09-01)
J Giacometti
The Analyst, 126(4), 472-475 (2001-05-09)
In general, analyses for aliphatic alcohols, sterols and tocopherols in vegetable oils are performed separately. A simple and reliable procedure is presented for the quantification of the alkanols, squalene, alpha-tocopherol and sterols in olive oils by a direct method involving
Benjamin L Stottrup et al.
Biophysical journal, 90(9), 3176-3183 (2006-02-08)
We investigate the miscibility phase behavior of lipid monolayers containing a wide variety of sterols. Six of the sterols satisfy a definition from an earlier study of "membrane-active sterols" in bilayers (cholesterol, epicholesterol, lathosterol, dihydrocholesterol, ergosterol, and desmosterol), and six

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