DESMOSTEROL

DESMOSTEROL
  • CAS No.:313-04-2
Other grades of this product :
DESMOSTEROL Basic information
Product Name:DESMOSTEROL
Synonyms:3BETA-HYDROXY-5,24-CHOLESTADIENE;5,24-CHOLESTADIEN-3BETA-OL;24-DEHYDROCHOLESTEROL;DESMOSTEROL;Desmostero;Cholesta-5,24-dien-3beta-ol;Cholesta-5,24-dien-3-ol;Cholesta-5,24-dien-3-ol, (3beta)-
CAS:313-04-2
MF:C27H44O
MW:384.65
EINECS:206-236-2
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
Mol File:313-04-2.mol
DESMOSTEROL Chemical Properties
Melting point 121.5°, also reported as 119-119.5°
alpha D27 -41.0° (c = 1 in chloroform)
Boiling point 483.2±14.0 °C(Predicted)
density 1.00±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka15.03±0.70(Predicted)
color Wihte to Off-White
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
DESMOSTEROL Usage And Synthesis
Chemical PropertiesOff-White Solid
Uses24-dehydro Cholesterol is an immediate precursor to cholesterol in the Bloch pathway of cholesterol biosynthesis. Structurally, it varies from cholesterol only by a single double bond at carbon 24 and has been used as cholesterol substitute in cellular membrane studies. During brain development, 24-dehydro cholesterol transiently accumulates, composing up to 30% of total brain sterol, where it is poised to rapidly enrich membrane sterols. However, defects in cholesterol synthesis can lead to a condition called, desmosterolosis, which results in an accumulation of excess 24-dehydro cholesterol. 24-dehydro Cholesterol has been reported to activate liver X receptor-target genes in both the liver of cholesterol-free mice and in cholesterol-starved macrophage foam cells in atherosclerotic lesions.[Cayman Chemical]
UsesDesmosterol has been used as a sterol to test its interaction with human protein Mincle and as an internal standard in ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS). It may be used as in the preparation of lipid monolayers.
UsesA metabolite of Cholesterol (C432501).
DefinitionChEBI: A cholestanoid that is cholesta-5,24-diene substituted by a beta-hydroxy group at position 3. It is an intermediate metabolite obtained during the synthesis of cholesterol.
General DescriptionDesmosterol lacks a double bond between C24 and C25 compared to cholesterol. It is present in the membrane of spermatozoa and astrocytes and is the major brain sterol.
Biochem/physiol ActionsDesmosterol is a precursor of cholesterol in the Bloch pathway and the enzyme 24-dehydrocholesterol reductase catalyzes this step. Desmosterol accumulates during impairment of 24-dehydrocholesterol reductase enzyme thereby leading to desmosterolosis. Desmosterol is a liver X receptor (LXR) agonist . It is a potential therapeutic target for treating the neurodegenerative disorder. Desmosterol regulates inflammatory signaling in macrophages.
DESMOSTEROL Preparation Products And Raw materials
Preparation ProductsDihydrocholesterol

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