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C8128

Sigma-Aldrich

5α-Cholestan-3-one

crystalline

Synonym(s):

3-Keto-5α-cholestane

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About This Item

Empirical Formula (Hill Notation):
C27H46O
CAS Number:
566-88-1
Molecular Weight:
386.65
MDL number:
MFCD00065901
UNSPSC Code:
12352200
PubChem Substance ID:
24893027
NACRES:
NA.77

form

crystalline

Quality Level

200

mp

128-130 °C (lit.)

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2

InChI

1S/C27H46O/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/h18-20,22-25H,6-17H2,1-5H3/t19-,20+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

PESKGJQREUXSRR-UXIWKSIVSA-N

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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)

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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Cholestanol United States Pharmacopeia (USP) Reference Standard

USP

1131858

Cholestanol

5α-Cholestane-2,2,4,4-d4 98 atom % D, 97% (CP)

Sigma-Aldrich

747505

5α-Cholestane-2,2,4,4-d4

5-α-Cholestane certified reference material, 10 mg/mL in chloroform

Supelco

47124

5-α-Cholestane

Dina S El-Kady et al.
Applied biochemistry and biotechnology, 188(3), 635-662 (2019-01-08)
Modification of steroid molecules by introducing heterocyclic ring into the core structure of steroids has been utilized as an attractive approach for either cancer prognosis or diagnosis. Several new cholestanoheterocyclic steroids were synthesized, and analytical and spectral data proved the
W F Lau et al.
Experientia, 51(7), 731-737 (1995-07-14)
The effects of cholesterol and cholesterol-derived oxysterols (cholestanone, cholestenone, coprostanone and epicoprostanol) on adipocyte ghost membrane fluidity were studied using a fluorescence depolarization method. The fluorescence anisotropy of the treated membranes was determined using 1,6-diphenyl-1,3,5-hexatriene (DPH) and 1-(4-trimethylammoniumphenyl)-6-phenyl-1,3,5-hexatriene (TMA-DPH). Cholestanone
A K Bhattacharyya et al.
Nutrition and cancer, 12(1), 69-73 (1989-01-01)
This paper reports the differences in the fecal excretion of cholesterol and its degradation products in high- and low-responding rhesus monkeys fed diets with and without extra cholesterol. The high-responding monkeys had a great increase in plasma cholesterol concentration when
P P Nair et al.
The American journal of clinical nutrition, 40(4 Suppl), 931-936 (1984-10-01)
Cholesterol and its metabolites, together with bile acids, are implicated as risk factors in the genesis and progression of colon cancer. This study was designed to determine differences in the neutral sterol composition of stools from four different population groups
A Sziegoleit et al.
Gastroenterology, 100(3), 768-774 (1991-03-01)
In previous studies we isolated human pancreatic elastase 1 from intestinal lavage fluids, where it was found to be part of a complex whose major component was cholesterol. The present study involves the isolation and characterization of this elastase 1-sterol
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