700061P

24(S)-hydroxycholesterol

Avanti Polar Lipids

• Synonym(s): 5-cholestene-3β,24-diol; 24-hydroxycholest-5-en-3-ol
• Empirical Formula (Hill Notation): C₂₇H₄₆O₂
• CAS Number: 474-73-7
• Molecular Weight: 402.65
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• description: cholest-5-ene-3β,24(S)-diol
• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 mg (700061P-1mg); pkg of 1 × 5 mg (700061P-5mg)
• manufacturer/tradename: Avanti Polar Lipids
• shipped in: dry ice
• storage temp.: −20°C
• InChI: 1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1
• InChI key: IOWMKBFJCNLRTC-XWXSNNQWSA-N

Description

General description

24(S)-hydroxycholesterol (24HC) is synthesized from cholesterol in brain dendrites by the action of enzyme cholesterol 24-hydroxylase (CYP46A1). It is catabolized to bile acids in the liver.

Application

24(S)-hydroxycholesterol has been used as an internal standard:

• in ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS)
• in liquid chromatography with tandem mass spectrometry (LC-MS/MS) for the quantification of 27-hydroxycholesterol from colorectal tumor samples
• for quantification of human plasma sterols by liquid chromatography with tandem mass spectrometry (LC MS/MS)

Biochem/physiol Actions

24(S)-hydroxycholesterol (24HC) elevated levels are reported in liver inflammation and fibrosis. It is a N-methyl-D-aspartate receptor (NMDAR) modulator. The levels of 24HC are potential indicators of brain development as well as pathology including Alzheimer′s disease (AD) and multiple sclerosis. Polymorphism in the cholesterol 24-hydroxylase (CYP46A1) gene leads to elevated 24HC levels and toxicity. 24HC is a mediator of apoptosis and necroptosis. Elevated levels of 24HC are reported in liver inflammation and fibrosis.

Packaging

5 mL Amber Glass Screw Cap Vial (700061P-1mg)

5 mL Amber Glass Screw Cap Vial (700061P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable