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A propos de cet article
Formule empirique (notation de Hill) :
C27H48O3
Numéro CAS:
Poids moléculaire :
420.67
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Service technique
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Cholestane-3β,5α,6β-triol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 25 mg (700054P-25mg), pkg of 1 × 5 mg (700054P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@]21[C@@]([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)C[C@H]2O)(CC[C@@H](C1)O)C
InChI
1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1
InChI key
YMMFNKXZULYSOQ-RUXQDQFYSA-N
General description
5α,6β-dihydroxycholestanol is a structural derivative of cholesterol. It is produced by the low-density lipoprotein oxidation (LDL) and is a cholesterol autooxidation product. 5α,6β-dihydroxycholestanol is an abundant oxysterol.
Application
5α,6β-dihydroxycholestanol has been used as a cholesterol oxidation product in reversed phase chromatography (RP-HPLC) and mass spectroscopy analysis. It may be used as an internal standard in tandem mass spectrometry (MS/MS analysis) of plasma samples.
Biochem/physiol Actions
5α,6β-dihydroxycholestanol (5α,6α-diOH-Chol) or cholestan-3β,5α,6β-triol (C-triol) levels are elevated along with 7-ketocholesterol in Niemann-Pick type C (NP-C) disease and is a key biomarkers for detection. It exhibits neuroprotective functionality during central nervous system (CNS) ischemia.
Packaging
5 mL Amber Glass Screw Cap Vial (700054P-25mg)
5 mL Amber Glass Screw Cap Vial (700054P-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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Sara Boenzi et al.
Journal of lipid research, 57(3), 361-367 (2016-01-07)
Oxysterols are intermediates of cholesterol metabolism and are generated from cholesterol via either enzymatic or nonenzymatic pathways under oxidative stress conditions. Cholestan-3β,5α,6β-triol (C-triol) and 7-ketocholesterol (7-KC) have been proposed as new biomarkers for the diagnosis of Niemann-Pick type C (NP-C)
Haiyan Hu et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(34), 11426-11438 (2014-08-22)
Overstimulation of NMDA-type glutamate receptors is believed to be responsible for neuronal death of the CNS in various disorders, including cerebral and spinal cord ischemia. However, the intrinsic and physiological mechanisms of modulation of these receptors are essentially unknown. Here
M Voorink-Moret et al.
Molecular genetics and metabolism, 123(2), 76-84 (2018-01-02)
In patients suspected of a lipid storage disorder (sphingolipidoses, lipidoses), confirmation of the diagnosis relies predominantly on the measurement of specific enzymatic activities and genetic studies. New UPLC-MS/MS methods have been developed to measure lysosphingolipids and oxysterols, which, combined with
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 700054P-25MG | 04061835384631 |
| 700054P-5MG | 04061835384648 |