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Merck
CN

700036P

Avanti

4β-hydroxycholesterol

Avanti Research™ - A Croda Brand

Synonym(s):

cholest-5-ene-3b,4b-diol; 110803

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
17320-10-4
Molecular Weight:
402.65
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

4β-hydroxycholesterol, Avanti Research™ - A Croda Brand

SMILES string

OC1CCC2(C3C(C4C(C(CC4)C(CCCC(C)C)C)(CC3)C)CC=C2C1O)C

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3

InChI key

CZDKQKOAHAICSF-UHFFFAOYSA-N

description

cholest-5-ene-3β,4β-diol

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (700036P-10mg)
pkg of 1 × 5 mg (700036P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

4β-hydroxycholesterol acts as a marker for cytochrome P450 3A (CYP3A4/5) activity.

General description

4β-hydroxycholesterol is an endogenous oxysterol, which is formed by cytochrome P450 3A (CYP3A4) and CYP3A5.

Packaging

5 mL Amber Glass Screw Cap Vial (700036P-10mg)
5 mL Amber Glass Screw Cap Vial (700036P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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4beta-hydroxycholesterol as an endogenous marker for CYP3A4/5 activity. Stability and half-life of elimination after induction with rifampicin
Diczfalusy U, et al.
British Journal of Clinical Pharmacology, 67(1), 38-43 (2009)
Michael E Abrams et al.
Nature microbiology, 5(7), 929-942 (2020-04-15)
Cholesterol 25-hydroxylase (CH25H) is an interferon-stimulated gene that converts cholesterol to the oxysterol 25-hydroxycholesterol (25HC). Circulating 25HC modulates essential immunological processes including antiviral immunity, inflammasome activation and antibody class switching; and dysregulation of CH25H may contribute to chronic inflammatory disease

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