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700060P

Avanti

desmosterol

Avanti Research™ - A Croda Brand

Synonym(s):

24-dehydrocholesterol; 5,24-cholestadien-3β-ol; 110798

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About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
313-04-2
Molecular Weight:
384.64
MDL number:
MFCD00056432
UNSPSC Code:
12352211
NACRES:
NA.25
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description

3β-hydroxy-5,24-cholestadiene

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (700060P-10mg), pkg of 1 × 5 mg (700060P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCC=C(C)C)C)(CC3)C)CC=C2C1)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 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.

Application

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.

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.

Packaging

5 mL Amber Glass Screw Cap Vial (700060P-10mg)
5 mL Amber Glass Screw Cap Vial (700060P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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