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Fórmula empírica (notación de Hill):
C27H46O2
Número CAS:
Peso molecular:
402.65
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Servicio técnico
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Permítanos ayudarledescription
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
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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A validated liquid chromatography-tandem mass spectrometry method for the quantitative determination of 4beta-hydroxycholesterol in human plasma
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Journal of Pharmaceutical and Biomedical Analysis, 55(5), 1089-1095 (2011)