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Merck
CN

700039P

Avanti

24(S),25-epoxycholesterol

Avanti Research™ - A Croda Brand

Synonym(s):

(24S,25)-Epoxycholesterol, (3β,24S)-24,25-Epoxycholest-5-en-3-ol

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
77058-74-3
Molecular Weight:
400.64
MDL number:
MFCD03695562
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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SMILES string

O1[C@H](C1(C)C)CC[C@H]([C@@H]2[C@@]3([C@H]([C@H]4[C@@H]([C@]5(CC[C@@H](CC5=CC4)O)C)CC3)CC2)C)C

InChI

1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1

InChI key

OSENKJZWYQXHBN-XVYZBDJZSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700039P-1mg), pkg of 1 × 5 mg (700039P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

General description

24(S),25-epoxycholesterol is an oxysterol, which is produced by fibroblasts, macrophages and brain cells.
24(S),25-epoxycholesterol is a cholesterol-derived oxysterol, which is produced by fibroblasts, macrophages, and the brain cells. 24(S),25-epoxycholesterol is synthesized de novo in the mevalonate pathway.

Application

24(S),25-epoxycholesterol has been used as an oxysterol/internalstandard to study the effects of AY9944-induced changes in neurospheres.

Biochem/physiol Actions

Exogenous addition of 24(S),25-epoxycholesterol lowers 3-hydroxy-3-methylglutaryl-Coenzyme A (HMG-CoA) reductase activity, represses sterol regulatory element-binding protein (SREBP) processing, and induces liver × receptor (LXR) -gene targets in vitro.

Packaging

5 mL Amber Glass Screw Cap Vial (700039P-1mg)
5 mL Amber Glass Screw Cap Vial (700039P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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