5β,6β-epoxycholestanol

5β,6β-epoxycholestanol is an oxidative metabolite of cholesterol formed by free-radical and non-radical oxidation of cholesterol at the 5,6 double bond. Induces lactate dehydrogenase (LDH) release and apoptosis in macrophage-differentiated U937 cells. Cholesterol 5beta,6beta-epoxide has been found in human fatty streaks and advanced atherosclerotic lesions, but not in normal aortic tissue[1][2][3].

Product Specifications

CAS Number

[4025-59-6]

Product Name Alternative

Cholesterol 5beta,6beta-epoxide

UNSPSC

12352200

Hazard Statement

H370

Target

Biochemical Assay Reagents

Type

Biochemical Assay Reagents

Related Pathways

Others

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/cholesterol-5beta-6beta-epoxide.html

Purity

99.0

Solubility

Ethanol : 20 mg/mL (ultrasonic; warming)

Smiles

C[C@]12[C@@]3(C[C@H](CC2)O)[C@](C[C@]4([H])[C@]1([H])CC[C@]5([C@@]4([H])CC[C@]5([H])[C@H](C)CCCC(C)C)C)([H])O3

Molecular Formula

C27H46O2

Molecular Weight

402.65

Precautions

H370

References & Citations

[1]Pulfer M K, et al. Formation of biologically active oxysterols during ozonolysis of cholesterol present in lung surfactant[J]. Journal of Biological Chemistry, 2004, 279 (25) : 26331-26338.|[2]Aringer L, et al. Formation and metabolism in vitro of 5, 6-epoxides of cholesterol and -sitosterol[J]. Journal of Lipid Research, 1974, 15 (4) : 389-398.|[3]Garcia-Cruset S, et al. Oxysterol profiles of normal human arteries, fatty streaks and advanced lesions. Free Radic Res. 2001 Jul;35 (1) :31-41.