Skip to Content
Merck
CN

C8003

5-α-Cholestane

≥97.0% (HPLC)

Synonym(s):

NSC 224419

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C27H48
CAS Number:
Molecular Weight:
372.67
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
207-562-8
Beilstein/REAXYS Number:
2051806
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Level

assay

≥97.0% (HPLC)

form

powder

mp

80-82 °C (lit.)

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

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

InChI key

XIIAYQZJNBULGD-XWLABEFZSA-N

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.


Still not finding the right product?

Explore all of our products under 5-α-Cholestane


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



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.
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



Global Trade Item Number

SKUGTIN
C8003-100MG04061838445650
C8003-1G04061838445667
C8003-5G04061838445674