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1246298-67-8

1246298-67-8 Structure

1246298-67-8 Structure
IdentificationBack Directory
[Name]

Desmosterol-d6
[CAS]

1246298-67-8
[Synonyms]

Desmosterol-d6
[2H6]-Desmosterol
24-dehydro Cholesterol-d6
cholesta-5,24-dien-3-ol-d6
cholesta-5,24-dien-3β-ol-d6
Desmosterol-26,26,26,27,27,27-d6
CHOLESTA-5,24-DIEN-3-OL-D6;DESMOSTEROL-D6
[Molecular Formula]

C27H44O
[MDL Number]

MFCD22416725
[MOL File]

1246298-67-8.mol
[Molecular Weight]

384.638
Chemical PropertiesBack Directory
[Melting point ]

114-116°C
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[color ]

Off-White to Light Beige
Hazard InformationBack Directory
[Description]

24-dehydro Cholesterol-d6 is intended for use as an internal standard for the quantification of 24-dehydro cholesterol by GC- or LC-MS. 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.
[Uses]

A labelled metabolite of Cholesterol (C432501).
[References]

[1] DANIEL HUSTER. Desmosterol may replace cholesterol in lipid membranes.[J]. Biophysical journal, 2005: 1838-1844. DOI: 10.1529/biophysj.104.048926
[2] MAURICE JANSEN. What dictates the accumulation of desmosterol in the developing brain?[J]. FASEB Journal, 2012, 27 3: 865-870. DOI: 10.1096/fj.12-211235
[3] MAURA HEVERIN. Studies on the cholesterol-free mouse: strong activation of LXR-regulated hepatic genes when replacing cholesterol with desmosterol.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 2007, 27 10: 2191-2197. DOI: 10.1161/atvbaha.107.149823
[4] NATHANAEL J SPANN. Regulated accumulation of desmosterol integrates macrophage lipid metabolism and inflammatory responses.[J]. Cell, 2012, 151 1: 138-152. DOI: 10.1016/j.cell.2012.06.054
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