700054P
Avanti
5α,6β-dihydroxycholestanol
Avanti Polar Lipids
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All Photos(1)
Synonym(s):
3β,5α,6β-trihydroxycholestane
Empirical Formula (Hill Notation):
C27H48O3
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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 Polar Lipids
shipped in
dry ice
storage temp.
−20°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)
also commonly purchased with this product
Product No.
Description
Pricing
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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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
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
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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