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700047P

Avanti

5α,6α-epoxycholestanol-d7

Avanti Research™ - A Croda Brand

Synonyme(s) :

cholestanol, 5α,6α-epoxy-d7

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About This Item

Formule empirique (notation de Hill) :
C27H39O2D7
Numéro CAS:
127685-38-5
Poids moléculaire :
409.70
Numéro MDL:
MFCD00057815
Code UNSPSC :
12352100
Nomenclature NACRES :
NA.25

535.00 CHF

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Essai

>99% (TLC)

Forme

powder

Conditionnement

pkg of 1 × 1 mg (700047P-1mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand

Conditions d'expédition

dry ice

Température de stockage

−20°C

Description générale

5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation.[1] 5α,6α-epoxycholestanol-d7 is a deuterated derivative of 5α,6α-EC. It is catabolized by the enzyme cholesterol-5,6-epoxide hydrolase (ChEH) enzyme to 3β,5α,6β-triol.[1]

Application

5α,6α-epoxycholestanol-d7 has been used as an internal standard in isotope dilution-mass spectrometry analysis of heart mitochondrial samples.[2] It may be used as an internal standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) analysis of plasma samples.[3]

Actions biochimiques/physiologiques

5α,6α-epoxycholestanol (5α,6α-EC) is a liver X receptor (LXR) antagonist.[4] 5α,6α-EC is employed in anticancer treatments.[1] It impairs redox state and affects atherogenesis.[5] The levels of 5α,6α-EC are elevated in hypercholesterolemia. It mediates steroid receptor coactivator (SRC) recruitment.[4]

Conditionnement

5 mL Amber Glass Screw Cap Vial (700047P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Description
Tarif

Code de la classe de stockage

11 - Combustible Solids

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Thomas J Berrodin et al.
Molecular pharmacology, 78(6), 1046-1058 (2010-09-15)
The liver X receptors (LXRα and LXRβ) are members of the nuclear receptor superfamily that function as key transcriptional regulators of a number of biological processes, including cholesterol homeostasis, lipid metabolism, and keratinocyte differentiation. Natural ligands that activate LXRs include
Regis Soules et al.
Chemistry and physics of lipids, 207(Pt B), 92-98 (2017-05-31)
5,6α-epoxycholesterol (5,6α-EC) and 5,6β-epoxycholesterol (5,6β-EC) are oxysterols involved in the anticancer pharmacology of the widely used antitumor drug tamoxifen. They are both metabolized into cholestane-3β,5α,6β-triol (CT) by the cholesterol-5,6-epoxide hydrolase (ChEH) enzyme, and CT is metabolized by an as-yet uncharacterized
5alpha, 6alpha-Epoxyphytosterols and 5alpha, 6alpha-Epoxycholesterol Increase Oxidative Stress in Rats on Low-Cholesterol Diet
Wielkoszynski T, et al
Oxidative Medicine and Cellular Longevity, 2019 (2019)
Myung-Jin Oh et al.
Journal of lipid research, 57(5), 791-808 (2016-03-19)
Endothelial biomechanics is emerging as a key factor in endothelial function. Here, we address the mechanisms of endothelial stiffening induced by oxidized LDL (oxLDL) and investigate the role of oxLDL in lumen formation. We show that oxLDL-induced endothelial stiffening is
Julien Musman et al.
Biochemical pharmacology, 142, 87-95 (2017-06-25)
A major cause of cell death during myocardial ischemia-reperfusion is mitochondrial dysfunction. We previously showed that the reperfusion of an ischemic myocardium was associated with an accumulation of cholesterol into mitochondria and a concomitant strong generation of auto-oxidized oxysterols. The

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