DESMOSTEROL
Synonym(s):24-Dehydrocholesterol;24-dehydrocholesterol; 5,24-cholestadien-3β-ol; 110798;3β-Hydroxy-5,24-cholestadiene;5,24-Cholestadien-3β-ol
- CAS NO.:313-04-2
- Empirical Formula: C27H44O
- Molecular Weight: 384.65
- MDL number: MFCD00056432
- EINECS: 206-236-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-18 11:31:15
What is DESMOSTEROL?
Chemical properties
Off-White Solid
The Uses of DESMOSTEROL
24-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]
The Uses of DESMOSTEROL
A metabolite of Cholesterol (C432501).
The Uses of DESMOSTEROL
Desmosterol 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.
What are the applications of Application
Desmosterol is an immediate precursor to cholesterol
Definition
ChEBI: 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 Description
Desmosterol 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 Actions
Desmosterol 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.
Properties of DESMOSTEROL
Melting point: | 121.5°, also reported as 119-119.5° |
Boiling point: | 483.2±14.0 °C(Predicted) |
alpha | D27 -41.0° (c = 1 in chloroform) |
Density | 1.00±0.1 g/cm3(Predicted) |
storage temp. | -20°C |
solubility | Chloroform (Slightly), Methanol (Slightly) |
form | Solid |
pka | 15.03±0.70(Predicted) |
color | Wihte to Off-White |
Safety information for DESMOSTEROL
Computed Descriptors for DESMOSTEROL
New Products
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