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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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C27H42O4
CAS Number:
Molecular Weight:
430.62
UNSPSC Code:
12352211
NACRES:
NA.25
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![Poly[(R)-3-hydroxybutyric acid] natural origin](/deepweb/assets/sigmaaldrich/product/structures/129/476/7d1c924b-f644-4889-a2d6-d7a923ce382c/640/7d1c924b-f644-4889-a2d6-d7a923ce382c.png)
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
11 - Combustible Solids
Certificates of Analysis (COA)
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Cholestenoic acids regulate motor neuron survival via liver X receptors
Theofilopoulos S, et al.
The Journal of Clinical Investigation, 124(11), 4829-4842 (2014)
Sterolomics in biology, biochemistry, medicine
Griffiths WJ and Wang Y
TrAC, Trends in Analytical Chemistry, 115280-115280 (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)
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)
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