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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:
80-97-7
Molecular Weight:
388.67
Beilstein:
2418594
EC Number:
201-315-8
MDL number:
MFCD00066413
UNSPSC Code:
12352211
PubChem Substance ID:
24893999
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

human ... POLA1(5422) , TOP2A(7153)
rat ... Polb(29240)

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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.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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)
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
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
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