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700061P

Avanti

24(S)-hydroxycholesterol

Avanti Research™ - A Croda Brand

Synonym(s):

5-cholestene-3β,24-diol; 24-hydroxycholest-5-en-3-ol

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
474-73-7
Molecular Weight:
402.65
UNSPSC Code:
12352211
NACRES:
NA.25

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 Research™ - A Croda Brand

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

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

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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24S-hydroxycholesterol and 25-hydroxycholesterol differentially impact hippocampal neuronal survival following oxygen-glucose deprivation
Sun MY, et al.
PLoS ONE, 12(3) (2017)
The acidic pathway of bile acid synthesis: Not just an alternative pathway
Pandak WM and Kakiyama G
Liver research (2019)
A validated liquid chromatography-tandem mass spectrometry method for the quantitative determination of 4beta-hydroxycholesterol in human plasma
van de Merbel NC, et al.
Journal of Pharmaceutical and Biomedical Analysis, 55(5), 1089-1095 (2011)
Diverse functions of 24 (S)-hydroxycholesterol in the brain
Noguchi N, et al.
Biochemical and Biophysical Research Communications, 446(3), 692-696 (2014)
Increased production of 27-hydroxycholesterol in human colorectal cancer advanced stage: Possible contribution to cancer cell survival and infiltration
Rossin D, et al.
Free Radical Biology & Medicine, 136, 35-44 (2019)
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