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C8003

Sigma-Aldrich

5-α-Cholestane

≥97.0% (HPLC)

Synonym(s):

NSC 224419

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About This Item

Empirical Formula (Hill Notation):
C27H48
CAS Number:
Molecular Weight:
372.67
Beilstein:
2051806
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

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

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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.[1] Derivatives of 5α-cholestane in plants are called brassinosteroids that selectively activate the PPI3K/Akt pathway.[2]

Preparation Note

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

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

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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)
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:
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
Caroline Schönning et al.
Water research, 36(8), 1965-1972 (2002-07-03)
Transmissible pathogens in source-separated human urine, intended for reuse in agriculture, mainly originate from faeces that cross-contaminate the urine. The health risks associated with the enteric pathogens will largely be dependent on their initial concentration and their inactivation during storage

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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