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700032P

Avanti

5α,6α-epoxycholestanol

Avanti Research™ - A Croda Brand

Synonym(e):

5α,6α-epoxy-cholesterol; 5α,6α-epoxy-5α-cholestan-3β-ol; cholesterol-5α,6α-epoxide; 110804

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About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
1250-95-9
Molekulargewicht:
402.65
UNSPSC-Code:
12352211
NACRES:
NA.25

Beschreibung

cholestanol, 5α,6α-epoxy

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 5 mg (700032P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

PRYIJAGAEJZDBO-ZEQHCUNVSA-N

Allgemeine Beschreibung

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

Anwendung

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)

Biochem./physiol. Wirkung

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.

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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24(S)-hydroxycholesterol Avanti Research™ - A Croda Brand

Avanti

700061P

24(S)-hydroxycholesterol

Cholesterin Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Cholesterin

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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