700081P
Avanti
7β,25-dihydroxycholesterol
Avanti Research™ - A Croda Brand
Synonym(s):
cholest-5-ene-3β,7β,25-triol
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About This Item
Empirical Formula (Hill Notation):
C27H46O3
CAS Number:
Molecular Weight:
418.65
UNSPSC Code:
12352211
NACRES:
NA.25
form
powder
packaging
pkg of 1 × 1 mg (700081P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
CC1(CC[C@H](O)C2)C2=C[C@H](O)C3C1CCC4(C)C3CCC4C(CCCC(C)(O)C)C
General description
7β,25-dihydroxycholesterol (7β25OHC) is an isomer of 7α,25-dihydroxycholesterol (7α25OHC). Its synthesis from 7-keto,25-hydroxycholesterol (7k25OHC) is catalyzed by 11β-Hydroxysteroid dehydrogenase type 1 (11β-HSD1). 11β-Hydroxysteroid dehydrogenase type 2 (11β-HSD2) catalyzes the reverse oxidation from 7β25OHC to 7k25OHC.
Application
7β,25-dihydroxycholesterol has been used as a substrate for 11β-Hydroxysteroid dehydrogenase (11β-HSD)-dependent metabolic studies of oxysterols in human embryonic kidney (HEK-293) cells in enzyme kinetics assay and as a standard in high-performance liquid chromatography(HPLC) for detection of dihydroxycholesterols in human plasma.
Biochem/physiol Actions
7β,25-dihydroxycholesterol is an Epstein-Barr virus-induced gene 2 (EBI2) ligand and is comparatively a weaker chemoattractant than 7α,25-dihydroxycholesterol (7α25OHC).
Packaging
5 mL Amber Glass Screw Cap Vial (700081P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Certificates of Analysis (COA)
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Katharina R Beck et al.
The Journal of steroid biochemistry and molecular biology, 190, 19-28 (2019-03-25)
Oxysterols are cholesterol metabolites derived through either autoxidation or enzymatic processes. They consist of a large family of bioactive lipids that have been associated with the progression of multiple pathologies. In order to unravel (patho-)physiological mechanisms involving oxysterols, it is
Ratna Karuna et al.
Steroids, 99(Pt B), 131-138 (2015-02-17)
We report a straightforward sample preparation procedure and a direct liquid chromatography electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) method for the analysis of 7alpha,25-dihydroxycholesterol (7α25-OHC) and 7alpha,27-dihydroxycholesterol (7α27-OHC). By applying a slow protein precipitation approach using cold ethanol, we were
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