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描述
cholestanol, 5α,6α-epoxy
化驗
>99% (TLC)
形狀
powder
包裝
pkg of 1 × 5 mg (700032P-5mg)
製造商/商標名
Avanti Research™ - A Croda Brand
運輸包裝
dry ice
儲存溫度
−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
InChI 密鑰
PRYIJAGAEJZDBO-ZEQHCUNVSA-N
一般說明
5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).
應用
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)
生化/生理作用
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.
包裝
5 mL Amber Glass Screw Cap Vial (700032P-5mg)
法律資訊
Avanti Research is a trademark of Avanti Polar Lipids, LLC
儲存類別代碼
11 - Combustible Solids
水污染物質分類(WGK)
WGK 3
閃點(°F)
Not applicable
閃點(°C)
Not applicable
Development and validation of methodologies for the quantification of phytosterols and phytosterol oxidation products in cooked and baked food products
Journal of Chromatography A, 1428, 316-325 (2016)
Identification of 5alpha, 6alpha-epoxycholesterol as a novel modulator of liver X receptor activity
Molecular Pharmacology, 78(6), 1046-1058 (2010)
The influence of an obesogenic diet on oxysterol metabolism in C57BL/6J mice
Cholesterol, 2014 (2014)
Improvement of 5, 6alpha-epoxycholesterol, 5, 6beta-epoxycholesterol, cholestane-3beta, 5alpha, 6beta-triol and 6-oxo-cholestan-3beta, alpha-diol recovery for quantification by GC/MS
Chemistry and Physics of Lipids, 207, 92-98 (2017)
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