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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:
56792-59-7
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.[1] 27-hydroxy cholestenone is synthesized from cholesterol and this oxidation step is catabolized by the enzyme cholesterol oxidase.[2]

Biochem/physiol Actions

Cholestenone is oxidized by bacteria as a nutritional source. Liver is the site of cholestenone metabolism in mammals. [1]

Packaging

5 mL Amber Glass Screw Cap Vial (700084P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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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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