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A propos de cet article
Formule empirique (notation de Hill) :
C27H46O2
Numéro CAS:
Poids moléculaire :
402.65
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Service technique
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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
SMILES string
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CC[C@H](O)C(C)C)C)(CC3)C)CC=C2C1)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
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
Diverse functions of 24 (S)-hydroxycholesterol in the brain
Noguchi N, et al.
Biochemical and Biophysical Research Communications, 446(3), 692-696 (2014)
24S-hydroxycholesterol and 25-hydroxycholesterol differentially impact hippocampal neuronal survival following oxygen-glucose deprivation
Sun MY, et al.
Testing, 12(3) (2017)
24S-hydroxycholesterol and 25-hydroxycholesterol differentially impact hippocampal neuronal survival following oxygen-glucose deprivation
Sun MY, et al.
PLoS ONE, 12(3) (2017)
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| I7256-25G | 04061833858103 |
| I7256-5G | 04061833858110 |
| I7256-1G | 04061833858097 |
| 700061P-5MG | 04061835384716 |
| 700061P-1MG | 04061835384709 |