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Merck

C8003

5-α-Cholestane

≥97.0% (HPLC)

Synonyme(s) :

NSC 224419

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A propos de cet article

Formule empirique (notation de Hill) :
C27H48
Numéro CAS:
Poids moléculaire :
372.67
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
207-562-8
Beilstein/REAXYS Number:
2051806
MDL number:
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InChI key

XIIAYQZJNBULGD-XWLABEFZSA-N

InChI

1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25+,26+,27-/m1/s1

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C

assay

≥97.0% (HPLC)

form

powder

mp

80-82 °C (lit.)

Quality Level

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Application

5-α-Cholestane has been used:
  • as an internal standard in gas phase chromatography (GC) and high-performance liquid chromatography (HPLC) to quantify cholesterol in meat products for a comparison study
  • to quantify the active compounds in the oils using a gas chromatograph coupled to a mass spectrometer
  • as a reference standard in GC analyses to quantify sterol content in the unsaponifiables obtained from oat lipids and different sterol standards like fucosterol, sitosterol, campesterol, and stigmasterol

Biochem/physiol Actions

5α-Cholestane is a sterol produced endogenously from cholesterol and has been isolated from human feces. It is derived from cholesterol by the action of intestinal microorganisms. Derivatives of 5α-cholestane in plants are called brassinosteroids that selectively activate the PPI3K/Akt pathway.

Preparation Note

5α-Cholestane yields clear to slightly hazy, colorless to faint yellow solution in chloroform at 50 mg/ml.

Classe de stockage

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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Consulter la Bibliothèque de documents

Stefanie M Hixson et al.
PloS one, 11(3), e0152264-e0152264 (2016-03-25)
Nutritional enhancement of crops using genetic engineering can potentially affect herbivorous pests. Recently, oilseed crops have been genetically engineered to produce the long-chain omega-3 polyunsaturated fatty acids, eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) at levels similar to that found
Abdulaziz A Alaqil et al.
Animals : an open access journal from MDPI, 10(9) (2020-09-10)
This study examines the effect of dietary supplementation with Lactobacillus acidophilus (LA) on the cholesterol levels, immune response, and productive performance of laying hens. A total of 216, 40-week-old, commercial Hy-Line brown chicken layers were randomly assigned into four treatment
Comparative Analysis and Validation Methodologies of GC and HPLC for Analysis of Cholesterol in Meat Products
Stroher GL et al
American Journal of Analytical Chemistry, 3, 306-311 (2012)
L J Chen et al.
Journal of agricultural and food chemistry, 58(19), 10467-10474 (2010-09-11)
The objectives of this study were to develop a GC-MS method for determination of cholesterol oxidation products (COPs) in tea-leaf eggs and study the formation and inhibition of COPs as affected by heating time and various ingredients in marinated juice.
Angelisa T Y Osmond et al.
Animals : an open access journal from MDPI, 11(4) (2021-05-01)
In this study, we evaluated whether oil extracted from the marine microbe, Schizochytrium sp. (strain T18), with high levels of docosahexaenoic acid (DHA), could replace fish oil (FO) in diets for rainbow trout (Oncorhynchus mykiss). Three experimental diets were tested:

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