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Merck

D6128

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
UNSPSC Code:
12352211
NACRES:
NA.28
PubChem Substance ID:
24893999
EC Number:
201-315-8
Beilstein/REAXYS Number:
2418594
MDL number:
MFCD00066413

Product Name

5α-Cholestan-3β-ol, ≥95%

Quality Level

200

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

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

biological source

synthetic (organic)

assay

≥95%

form

powder

shipped in

ambient

storage temp.

room temp

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000504662
0000504662
0000483334
0000483333
0000483334

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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
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)
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