700032P

5α,6α-epoxycholestanol

Avanti Research^™ - A Croda Brand

• 同義詞: 5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
• 經驗公式（希爾表示法）: C₂₇H₄₆O₂
• CAS號碼: 1250-95-9
• 分子量：: 402.65
• MDL號碼: MFCD07809348
• 分類程式碼代碼: 12352211
• NACRES: NA.25

屬性

• 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
• SMILES 字串: 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
• InChI 密鑰: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

描述

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

安全資訊

• 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