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D6513

Sigma-Aldrich

Desmosterol

≥84% (GC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C27H44O
Número de CAS:
313-04-2
Peso molecular:
384.64
EC Number:
206-236-2
MDL number:
MFCD00056432
UNSPSC Code:
12352200
PubChem Substance ID:
24894033
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)

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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
Anti-atherogenic effects of phytosteryl oleates in apo-E deficient mice
Moghadasian MH, et al
Journal of functional foods, 21, 97-103 (2016)
Ana Rita Lima et al.
Metabolites, 8(1) (2018-03-23)
Prostate cancer (PCa) is an important health problem worldwide. Diagnosis and management of PCa is very complex because the detection of serum prostate specific antigen (PSA) has several drawbacks. Metabolomics brings promise for cancer biomarker discovery and for better understanding
Clare L Beasley et al.
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
Anna Meljon et al.
Journal of lipid research, 53(11), 2469-2483 (2012-08-15)
Unesterified cholesterol is a major component of plasma membranes. In the brain of the adult, it is mostly found in myelin sheaths, where it plays a major architectural role. In the newborn mouse, little myelination of neurons has occurred, and
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Cholesterol Biosynthesis

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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