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700060P

Avanti

desmosterol

Avanti Research™ - A Croda Brand

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C27H44O
Numer CAS:
313-04-2
Masa cząsteczkowa:
384.64
Numer MDL:
MFCD00056432
Kod UNSPSC:
12352211
NACRES:
NA.25

opis

3β-hydroxy-5,24-cholestadiene

Próba

>99% (TLC)

Formularz

powder

opakowanie

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

producent / nazwa handlowa

Avanti Research™ - A Croda Brand

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

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

Klucz InChI

AVSXSVCZWQODGV-DPAQBDIFSA-N

Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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.

Opakowanie

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

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Numer produktu
Opis
Cennik

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

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Certyfikaty analizy (CoA)

Lot/Batch Number

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Sigma-Aldrich

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Sigma-Aldrich

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campesterol Avanti Research™ - A Croda Brand 700126P, powder

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Sigma-Aldrich

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Sigma-Aldrich

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Stearic acid Grade I, ≥98.5% (capillary GC)

Sigma-Aldrich

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María de Las Mercedes Carro et al.
Biochimica et biophysica acta. Biomembranes, 1862(9), 183357-183357 (2020-05-18)
Ram sperm are particularly sensitive to freeze-thawing mainly due to their lipid composition, limiting their use in artificial insemination programs. We evaluated the extent of cholesterol and desmosterol incorporation into ram sperm through incubation with increasing concentrations of methyl-β-cyclodextrin (MβCD)-sterol
Saara Vainio et al.
The Journal of biological chemistry, 281(1), 348-355 (2005-10-27)
Desmosterol is an immediate precursor of cholesterol in the Bloch pathway of sterol synthesis and an abundant membrane lipid in specific cell types. The significance of the difference between the two sterols, an additional double bond at position C24 in
Josi Herron et al.
Current protocols in toxicology, 78(1), e65-e65 (2018-10-16)
Cholesterol and cholesterol-derived oxysterols are critical for embryonic development, synapse formation and function, and myelination, among other biological functions. Indeed, alterations in levels of cholesterol, sterol precursors, and oxysterols result in a variety of developmental disorders, emphasizing the importance of
Guangtao Li et al.
Journal of lipid research, 61(5), 758-766 (2020-01-23)
The formation and properties of liquid-ordered (Lo) lipid domains (rafts) in the plasma membrane are still poorly understood. This limits our ability to manipulate ordered lipid domain-dependent biological functions. Giant plasma membrane vesicles (GPMVs) undergo large-scale phase separations into coexisting

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