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Merck
CN

700060P

Avanti

去氢胆甾醇

Avanti Research - A Croda Brand

别名:

24-脱氢胆固醇;5,24-胆甾二烯-3β-ol;110798

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About This Item

经验公式(希尔记法):
C27H44O
CAS号:
分子量:
384.64
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

描述

3β-hydroxy-5,24-cholestadiene

方案

>99% (TLC)

表单

powder

包装

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

制造商/商品名称

Avanti Research - A Croda Brand

运输

dry ice

储存温度

−20°C

SMILES字符串

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

一般描述

与胆固醇相比,链甾醇缺少C24和C25之间的双键。它存在于精细胞和星形胶质细胞的细胞膜中,也是大脑主要固醇。

应用

链甾醇已作为甾醇用于测试与人类蛋白质Mincle的相互作用,并作为内部标准品用于超高效液相色谱-串联质谱(UHPLC-MS/MS)。它可以用于制备脂单层。

生化/生理作用

链甾醇是Bloch途径中的胆固醇前体,24-去氢胆固醇还原酶在此步骤中起催化作用。链甾醇在24-去氢胆固醇还原酶的损耗过程中累积,导致链甾醇化。链甾醇是肝X受体(LXR)激动剂。它是治疗神经退行性疾病的潜在靶点。链甾醇可调节巨噬细胞中的炎症信号。

包装

5 mL 棕色玻璃螺旋盖小瓶 (700060P-10 mg)
5 mL 棕色玻璃螺旋盖小瓶 (700060P-5 mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Phillip A Wages et al.
Journal of lipid research, 59(10), 1916-1926 (2018-08-09)
Regulating blood cholesterol (Chol) levels by pharmacotherapy has successfully improved cardiovascular health. There is growing interest in the role of Chol precursors in the treatment of diseases. One sterol precursor, desmosterol (Des), is a potential pharmacological target for inflammatory and
Maurice Jansen et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(3), 865-870 (2012-12-12)
The brain is the most cholesterol-enriched tissue in the body. During brain development, desmosterol, an immediate precursor of cholesterol, transiently accumulates up to 30% of total brain sterols. This massive desmosterol deposition appears to be present in all mammalian species
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

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