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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
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 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
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
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.
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