700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

• Sinonimo/i: 5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
• Formula empirica (notazione di Hill): C₂₇H₄₆O₂
• Numero CAS: 1250-95-9
• Peso molecolare: 402.65
• Numero MDL: MFCD07809348
• Codice UNSPSC: 12352211
• NACRES: NA.25

Proprietà

• Descrizione: cholestanol, 5α,6α-epoxy
• Saggio: >99% (TLC)
• Stato: powder
• Confezionamento: pkg of 1 × 5 mg (700032P-5mg)
• Produttore/marchio commerciale: Avanti Research^™ - A Croda Brand
• Condizioni di spedizione: dry ice
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Descrizione

Descrizione generale

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

Applicazioni

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)

Azioni biochim/fisiol

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.

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable