700032P
Avanti
5α,6α-epoxycholestanol
Avanti Research™ - A Croda Brand
동의어(들):
5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804
로그인조직 및 계약 가격 보기
모든 사진(2)
About This Item
실험식(Hill 표기법):
C27H46O2
CAS Number:
Molecular Weight:
402.65
MDL number:
UNSPSC 코드:
12352211
NACRES:
NA.25
추천 제품
설명
cholestanol, 5α,6α-epoxy
분석
>99% (TLC)
양식
powder
포장
pkg of 1 × 5 mg (700032P-5mg)
제조업체/상표
Avanti Research™ - A Croda Brand
배송 상태
dry ice
저장 온도
−20°C
SMILES string
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 key
PRYIJAGAEJZDBO-ZEQHCUNVSA-N
일반 설명
5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).
애플리케이션
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)
생화학적/생리학적 작용
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.
포장
5 mL Amber Glass Screw Cap Vial (700032P-5mg)
법적 정보
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
가장 최신 버전 중 하나를 선택하세요:
이미 열람한 고객
Development and validation of methodologies for the quantification of phytosterols and phytosterol oxidation products in cooked and baked food products
Menendez-Carreno M, et al.
Journal of Chromatography A, 1428, 316-325 (2016)
Identification of 5alpha, 6alpha-epoxycholesterol as a novel modulator of liver X receptor activity
Berrodin TJ, et al.
Molecular Pharmacology, 78(6), 1046-1058 (2010)
The influence of an obesogenic diet on oxysterol metabolism in C57BL/6J mice
Wooten JS, et al.
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
Soules R, et al.
Chemistry and Physics of Lipids, 207, 92-98 (2017)
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