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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 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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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
W F Lau et al.
Biochemistry and molecular biology international, 35(6), 1349-1358 (1995-05-01)
Cholesterol-derived oxysterols such as cholestanol, cholestanone and coprostanone were able to potentiate epinephrine-induced lipolysis in intact rat adipocytes but not cholesterol. The relative potency of the oxysterols followed the sequence: cholestanone > or = coprostanone > cholestanol. Cholestanone was selected
G E Mott et al.
Journal of lipid research, 21(4), 480-484 (1980-05-01)
After oral administration of a mixture of [1,2(n)-3H]cholesterol and [4-14C]cholesterol to a baboon, fecal coprostanone had a 46% lower 3H/14C ratio than the dose administered. Loss of 3H by enolization of the 3-ketone could account for the decrease in 3H/14C.
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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