CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE

CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Suppliers list
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Products Intro: Product Name:Cholesterol 5alpha,6alpha-epoxide
CAS:1250-95-9
Package:1g; 5g; 25g; 1kg; 5kg; 25kg
Company Name: Aladdin Scientific
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Products Intro: Product Name:Cholesterol 5α,6α-epoxide
CAS:1250-95-9
Purity:95% Package:$294.9/50mg;$1323.9/250mg;Bulk package Remarks:95%
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Products Intro: Product Name:(4aR,5aS,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol
CAS:1250-95-9
Purity:0.97 Package:mgs,gs,kgs Remarks:A908717
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Company Name: J & K SCIENTIFIC LTD.  
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Products Intro: Product Name:Cholesterol-5alpha,6alpha-epoxide
CAS:1250-95-9
Purity:95.0%(GC) Package:1G
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Basic information
Product Name:CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE
Synonyms:3BETA-HYDROXY-5ALPHA,6ALPHA-EPOXYCHOLESTANE;5-ALPHA-EPOXYCHOLESTEROL;5ALPHA,6ALPHA-EPOXYCHOLESTAN-3BETA-OL;cholestanol, 5α,6α-epoxy;cholesterol-alpha-epoxide;cholesterolalpha-oxide;cholesteroloxide;epoxycholesterol
CAS:1250-95-9
MF:C27H46O2
MW:402.65
EINECS:215-007-6
Product Categories:
Mol File:1250-95-9.mol
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Structure
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Chemical Properties
Melting point 147 °C
Boiling point 464.74°C (rough estimate)
density 0.9932 (rough estimate)
refractive index 1.4480 (estimate)
storage temp. -20°C
solubility Soluble in DMSO (up to 10 mg/ml) orin Ethanol (up to 10 mg/ml).
form solid
pka15.20±0.70(Predicted)
color White
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
Safety Information
WGK Germany 3
RTECS FZ6360000
MSDS Information
ProviderLanguage
SigmaAldrich English
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Usage And Synthesis
Description5α,6α-Epoxycholesterol (1250-95-9) is a naturally occurring metabolite of cholesterol.? It is a major oxysterol found in processed food1?and has been implicated in atherosclerosis2,3. 5α,6α-Epoxycholesterol has been found to be an endogenous ligand for LXR (EC50?= 76 nM).4
UsesCholesterol 5alpha,6alpha-epoxide is used in the generation of oxysterols and in the studies of the biological significance of oxysterols.
UsesCholesterol 5α, 6α-epoxide was incorporated in culture medium of human arterial endothelial cells to study oxysterol-induced toxicity.
Uses5α,6α-epoxycholestanol has been used as a sterol internal standard in ultra-performance liquid chromatography–high resolution mass spectrometry (UPLC-ESI-HRMS) analysis to quantify mice brain sterols. It may be used in calibration curve generation for the quantification of phytosterols in food samples and as an internal standard for oxysterol quantification in biological samples by gas chromatography-mass spectrometry (GC-MS)
DefinitionChEBI: 5,6alpha-epoxy-5alpha-cholestan-3beta-ol is a 3beta-hydroxy steroid, an oxysterol and an epoxy steroid. It derives from a hydride of a 5alpha-cholestane.
General Description5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).
Biochem/physiol ActionsCholesterol 5α, 6α-epoxide is an oxysterol, a cholesterol derivative by auto-oxidation. Oxysterols are non-genomic regulators of cholesterol homeostasis. The biological effects include protein prenylation, apoptosis, modulation of sphingolipid metabolism and platelet aggregation. Oxysterols bind to liver X receptors, modulate cholesterol efflux and decrease the uptake of cholesterol by the cells.
References1) Leonarduzzi?et al.?(2002),?Oxidized products of cholesterol: dietary and metabolic origin, and proatherosclerotic effect (review);?J.?Nutr. Biochem.,?13?700 2) Bj?rkhem?et al. (1988),?Assay of unesterified cholesterol-5,6-epoxide in human serum by isotope dilution mass spectrometry. Levels in the healthy state and in hyperlipoproteinemia; J. Lipid Res.,?29?1031 3) Staprans?et al.?(2005),?The role of dietary oxidized cholesterol and oxidized fatty acids in the development of atherosclerosis; Mol. Nutr. Food Res.,?49?1075 4) Berrodin?et al. (2010),?Identification of 5α,6α-Epoxycholesterol as a novel modulator of Liver X Receptor; Mol. Pharmacol.,?78?1046
CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE Preparation Products And Raw materials
Raw materialsCholestan-3-ol, 5,6-epoxy-, (3b)--->Cholesteryl acetate-->Cholesterol-->Vinyl acetate
Preparation Products3-hydroxy-5-oxo-5,6-secocholestan-6-al-->7-KETOCHOLESTEROL
Tag:CHOLESTEROL-5ALPHA,6ALPHA-EPOXIDE(1250-95-9) Related Product Information
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