700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

• Synonim(y): 5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
• Wzór empiryczny (zapis Hilla): C₂₇H₄₆O₂
• Numer CAS: 1250-95-9
• Masa cząsteczkowa: 402.65
• Numer MDL: MFCD07809348
• Kod UNSPSC: 12352211
• NACRES: NA.25

Właściwości

• opis: cholestanol, 5α,6α-epoxy
• Próba: >99% (TLC)
• Formularz: powder
• opakowanie: pkg of 1 × 5 mg (700032P-5mg)
• producent / nazwa handlowa: Avanti Research^™ - A Croda Brand
• Warunki transportu: dry ice
• temp. przechowywania: −20°C
• ciąg 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
• Klucz InChI: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Opis

Opis ogólny

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

Zastosowanie

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)

Działania biochem./fizjol.

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.

Opakowanie

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

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable