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700026P

Avanti

3β-hydroxy-7-oxo-5-cholestenoic acid

Avanti Research™ - A Croda Brand

Synonym(s):

(25R)-cholest-5-en-26-oic acid, 3β-hydroxy-7-oxo

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About This Item

Empirical Formula (Hill Notation):
C27H42O4
CAS Number:
1246298-64-5
Molecular Weight:
430.62
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (700026P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

General description

Cholestenoic acids are cholesterol metabolic intermediates and precursors to bile acids. 3β-hydroxy-7-oxo-5-cholestenoic acid is synthesized from 7β-hydroxycholesterol. The enzymes for synthesis of cholestenoic acids are majorly present in the central nervous system (CNS) of mammals. 3β-hydroxy-7-oxo-5-cholestenoic acid (3βH,7O-CA) is also synthesized from 26-hydroxy-7-oxocholesterol by the action of the enzyme cytochrome P450 family 27 subfamily A member 1 sterol 27-hydroxylase (CYP27A1).

Biochem/physiol Actions

3β-hydroxy-7-oxocholest-5-en-26-oic acid (3βH,7O-CA) acts as a ligand for liver X receptors (LXR) and activates them at micromolar concentration. 3βH,7O-CA favors the islet-1+ cells synthesis and islet-1–GFP expression. 3βH,7O-CA also mediates oculomotor neurons maturation and its conversion to 3β,7β-dihydroxycholest-5-en-(25S)26-oic acid (3β,7β-diHCA) is catalyzed by the enzyme hydroxysteroid 11-β dehydrogenase.

Packaging

5 mL Amber Glass Screw Cap Vial (700026P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sterolomics in biology, biochemistry, medicine
Griffiths WJ and Wang Y
TrAC, Trends in Analytical Chemistry, 115280-115280 (2018)
Cholestenoic acids regulate motor neuron survival via liver X receptors
Theofilopoulos S, et al.
The Journal of Clinical Investigation, 124(11), 4829-4842 (2014)
Identification of unusual oxysterols and bile acids with 7-oxo or 3beta, 5alpha, 6beta-trihydroxy functions in human plasma by charge-tagging mass spectrometry with multistage fragmentation
Griffiths WJ, et al.
Journal of Lipid Research, 59(6), 1058-1070 (2018)
27-Hydroxylated Low Density Lipoprotein (LDL) Cholesterol Can Be Converted to 7alpha, 27-Dihydroxy-4-cholesten-3-one (Cytosterone) before Suppressing Cholesterol Production in Normal Human Fibroblasts EVIDENCE THAT AN ALTERED METABOLISM OF LDL CHOLESTEROL
Axelson M and Larsson O
The Journal of Biological Chemistry, 271(22), 12724-12736 (1996)

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