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About This Item
Empirical Formula (Hill Notation):
C27H48O3
CAS Number:
Molecular Weight:
420.67
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
description
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
Storage Class
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
Ren Sheng et al.
Nature communications, 5, 4393-4393 (2014-07-16)
Wnt proteins control diverse biological processes through β-catenin-dependent canonical signalling and β-catenin-independent non-canonical signalling. The mechanisms by which these signalling pathways are differentially triggered and controlled are not fully understood. Dishevelled (Dvl) is a scaffold protein that serves as the
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 700054P-25MG | 04061835384631 |
| 700054P-5MG | 04061835384648 |