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D6513

Sigma-Aldrich

Desmosterol

≥84% (GC)

Synonym(s):

24-Dehydrocholesterol, 3β-Hydroxy-5,24-cholestadiene, 5,24-Cholestadien-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
384.64
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥84% (GC)

form

powder

storage temp.

−20°C

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCC=C(C)C

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

AVSXSVCZWQODGV-DPAQBDIFSA-N

General description

Desmosterol is a C27 sterol intermediate in cholesterol synthesis. It may be associated with the pathogenesis of Alzheimer′s disease (AD).

Application

Desmosterol has been used as a standard for the estimation of the concentrations of cholesterol and plant sterols. It has also been used to suppress nigericin-induced sterol regulatory element-binding proteins 2 (SREBP2) maturation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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Bipolar disorders, 7(5), 449-455 (2005-09-24)
Cholesterol forms an integral part of cell membranes and is a major component of myelin. Furthermore, cholesterol also plays a vital role in the development, function and stability of synapses. While low serum cholesterol has previously been associated with mood
Anti-atherogenic effects of phytosteryl oleates in apo-E deficient mice
Moghadasian MH, et al
Journal of functional foods, 21, 97-103 (2016)
Arjan Boerke et al.
Biology of reproduction, 88(1), 21-21 (2012-11-02)
This study demonstrates for the first time that porcine and mouse sperm incubated in capacitation media supplemented with bicarbonate produce oxysterols. The production is dependent on a reactive oxygen species (ROS) signaling pathway that is activated by bicarbonate and can
Tim Vanmierlo et al.
Plant foods for human nutrition (Dordrecht, Netherlands), 66(2), 149-156 (2011-03-25)
Plant sterols such as sitosterol and campesterol are frequently applied as functional food in the prevention of atherosclerosis. Recently, it became clear that plasma derived plant sterols accumulate in murine brains. We questioned whether plant sterols in the brain are

Articles

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

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