700084P
Avanti
27-hydroxy cholestenone
Avanti Research™ - A Croda Brand
Synonym(s):
(25R)-cholest-4-ene, 26-hydroxy-3-oxo
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About This Item
Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
Molecular Weight:
400.64
UNSPSC Code:
12352211
NACRES:
NA.25
description
27-hydroxy-4-cholesten-3-one
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700084P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
CC1(CC2)C(CCC3C1CCC4(C)C3CCC4C(CCCC(C)CO)C)=CC2=O
General description
Cholestenone differs from cholesterol by having a keto group in the place of 3-hydroxyl group.It is a poorly catabolized metabolite. 27-hydroxy cholestenone is synthesized from cholesterol and this oxidation step is catabolized by the enzyme cholesterol oxidase.
Biochem/physiol Actions
Cholestenone is oxidized by bacteria as a nutritional source. Liver is the site of cholestenone metabolism in mammals.
Packaging
5 mL Amber Glass Screw Cap Vial (700084P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Regulatory Information
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On the substrate specificity of human CYP27A1: implications for bile acid and cholestanol formation.
Maria Norlin et al.
Journal of lipid research, 44(8), 1515-1522 (2003-06-05)
The mitochondrial sterol 27-hydroxylase (CYP27A1) is required for degradation of the C27-sterol side chain in bile acid biosynthesis. CYP27A1 seems, however, to have roles beyond this, as illustrated by patients with a deficient sterol 27-hydroxylase due to mutations of the
Maarit Neuvonen et al.
PloS one, 9(8), e103743-e103743 (2014-08-27)
Bacterial cholesterol oxidase is commonly used as an experimental tool to reduce cellular cholesterol content. That the treatment also generates the poorly degradable metabolite 4-cholesten-3-one (cholestenone) has received less attention. Here, we investigated the membrane partitioning of cholestenone using simulations
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