产品名称
5α,6β-dihydroxycholestanol, Avanti Research™ - A Croda Brand
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
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
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.
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.
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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)
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
G J Schroepfer
Physiological reviews, 80(1), 361-554 (2000-01-05)
Oxygenated derivatives of cholesterol (oxysterols) present a remarkably diverse profile of biological activities, including effects on sphingolipid metabolism, platelet aggregation, apoptosis, and protein prenylation. The most notable oxysterol activities center around the regulation of cholesterol homeostasis, which appears to be
Changguang Wang et al.
International journal of pharmaceutics, 569, 118576-118576 (2019-07-31)
Cholesterol is one of the major structural constituents in a liposomal bilayer. Cholesterol is susceptible to various reactions in the presence of oxygen, heat, light, certain metals, and radicals during manufacturing or storage, which may cause to generate cholesterol oxidation
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