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Merck
CN

C8128

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
NACRES:
NA.77
PubChem Substance ID:
24893027
UNSPSC Code:
12352200
MDL number:
MFCD00065901

Key Documents

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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

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 key

PESKGJQREUXSRR-UXIWKSIVSA-N

form

crystalline

mp

128-130 °C (lit.)

Quality Level

200

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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
0000496883
0000496883
0000486970
0000486970
0000439773

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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
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
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
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