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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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关于此项目

经验公式(希尔记法):
C27H44O
化学文摘社编号:
分子量:
384.64
MDL number:
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

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。

Application

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。

Biochem/physiol Actions

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。

Packaging

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_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
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



全球贸易项目编号

货号GTIN
700060P-5MG04061835384693
700060P-10MG04061835384686