700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

• Synonyme(s) : 5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
• Formule empirique (notation de Hill): C₂₇H₄₆O₂
• Numéro CAS: 1250-95-9
• Poids moléculaire : 402.65
• Code UNSPSC : 12352211
• Nomenclature NACRES : NA.25

Propriétés

• Description: cholestanol, 5α,6α-epoxy
• Pureté: >99% (TLC)
• Forme: powder
• Conditionnement: pkg of 1 × 5 mg (700032P-5mg)
• Fabricant/nom de marque: Avanti Research^™ - A Croda Brand
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• InChI: 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
• Clé InChI: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Description

Description générale

5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).

Application

5α,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)

Actions biochimiques/physiologiques

5α,6α-epoxycholestanol (5α,6α-EC) is a liver X receptor (LXR) antagonist. It mimics cholesterol in phosphatidylcholine vesicles and is a substrate for acyl-coenzyme A:cholesterol acyltransferase (ACAT). 5α,6α-EC is employed in anticancer treatments. It is catabolized by the enzyme cholesterol-5,6-epoxide hydrolase (ChEH) enzyme to 3β,5α,6β-triol. 5α,6α-EC impairs redox state and affects atherogenesis. The levels of 5α,6α-EC is elevated in hypercholesterolemia and mediates steroid receptor coactivator (SRC) recruitment.

Conditionnement

5 mL Amber Glass Screw Cap Vial (700032P-5mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable