700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

• Sinónimos: 5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
• Fórmula empírica (notación de Hill): C₂₇H₄₆O₂
• Número de CAS: 1250-95-9
• Peso molecular: 402.65
• Número MDL: MFCD07809348
• Código UNSPSC: 12352211
• NACRES: NA.25

Propiedades

• descripción: cholestanol, 5α,6α-epoxy
• Ensayo: >99% (TLC)
• Formulario: powder
• envase: pkg of 1 × 5 mg (700032P-5mg)
• fabricante / nombre comercial: Avanti Research^™ - A Croda Brand
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena SMILES: O1[C@@]32[C@@H]1C[C@@H]4[C@@H]([C@]3(CC[C@@H](C2)O)C)CC[C@]5([C@H]4CC[C@@H]5[C@@H](CCCC(C)C)C)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
• Clave InChI: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Descripción

Descripción general

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

Aplicación

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)

Acciones bioquímicas o fisiológicas

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.

Envase

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

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable