700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

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

Propriedades

• descrição: cholestanol, 5α,6α-epoxy
• Ensaio: >99% (TLC)
• Formulário: powder
• embalagem: pkg of 1 × 5 mg (700032P-5mg)
• fabricante/nome comercial: Avanti Research^™ - A Croda Brand
• Condições de expedição: dry ice
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Descrição

Descrição geral

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

Aplicação

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)

Ações bioquímicas/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.

Embalagem

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

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable