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700081P

Avanti

7β,25-dihydroxycholesterol

Avanti Research - A Croda Brand

Synonym(s):

cholest-5-ene-3β,7β,25-triol

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PLN 1,250.00

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1 MG
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About This Item

Empirical Formula (Hill Notation):
C27H46O3
CAS Number:
Molecular Weight:
418.65
UNSPSC Code:
12352211
NACRES:
NA.25

PLN 1,250.00


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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

InChI key

BQMSKLCEWBSPPY-LVQATTALSA-N

General description

7β,25-dihydroxycholesterol (7β25OHC) is an isomer of 7α,25-dihydroxycholesterol (7α25OHC).[1] 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.[1]

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[1] and as a standard in high-performance liquid chromatography(HPLC) for detection of dihydroxycholesterols in human plasma.[2]

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).[1]

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


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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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