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Merck
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H1015

Sigma-Aldrich

25-羟基胆甾醇

≥98%

别名:

5-胆甾烯-3β,25-二醇

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About This Item

经验公式（希尔记法）:
C27H46O2
CAS号:
2140-46-7
分子量:
402.65
Beilstein:
3161259
MDL编号:
MFCD00057815
UNSPSC代码:
41141804
eCl@ss:
39023139
PubChem化学物质编号:
329815150
NACRES:
NA.77

生物来源

synthetic (organic)

方案

≥98%

表单

powder

运输

ambient

储存温度

room temp

SMILES字符串

[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)CCCC(C)(O)C

InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key

INBGSXNNRGWLJU-ZHHJOTBYSA-N

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相关类别

应用

25-羟基胆固醇用于治疗小鼠神经母细胞瘤细胞，以激活 ABCA1 信号，并用于与脂肪酸代谢相关的研究。

生化/生理作用

25-羟基胆固醇是一种侧链氧甾醇，据报道可引发许多胆固醇分子的活化。这引发了它们从细胞膜到内质网（ER）的运动。25-羟基胆固醇影响免疫系统，并在动脉粥样硬化的发病机制中起关键作用。
抑制甾醇调节元件结合蛋白（SREBPs）的裂解。 25-羟基胆固醇通过下调 Bcl-2 表达和激活半胱天冬酶，从而诱导细胞凋亡。

制备说明

可以在乙醇中制备 25-羟基胆固醇的储备溶液，并将其溶解在细胞培养基中，使最终浓度为1mg/ml。

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
0000402237
0000402240
0000395043
0000327218
0000327232

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Ulf Diczfalusy
Biochimie, 95(3), 455-460 (2012-06-27)
The oxysterol 25-hydroxycholesterol is a widely used compound displaying an array of pharmacological actions in in vitro systems and cell based experimental systems. In spite of the frequent use of this compound over the last few decades and a large number
25-hydroxycholesterol enhances cytokine release and toll-like receptor 3 response in airway epithelial cells
Koarai A et al
Respiratory Research, 13, doi: 10-doi: 10 (2012)
Marina Parra-Robert et al.
Biomolecules, 9(9) (2019-09-01)
Nonalcoholic fatty liver disease (NAFLD) is characterized by hepatic accumulation of lipids. Antisteatotic effects of cerium oxide nanoparticles (CeO2NPs) have recently been shown in animal models of liver disease. However, it is unclear whether the activity of CeO2NPs is related
Su-Yang Liu et al.
Immunity, 38(1), 92-105 (2013-01-01)
Interferons (IFN) are essential antiviral cytokines that establish the cellular antiviral state through upregulation of hundreds of interferon-stimulated genes (ISGs), most of which have uncharacterized functions and mechanisms. We identified cholesterol-25-hydroxylase (CH25H) as a broadly antiviral ISG. CH25H converts cholesterol
Brett N Olsen et al.
Biophysical journal, 100(4), 948-956 (2011-02-16)
Side-chain oxysterols are enzymatically generated oxidation products of cholesterol that serve a central role in mediating cholesterol homeostasis. Recent work has shown that side-chain oxysterols, such as 25-hydroxycholesterol (25-HC), alter membrane structure in very different ways from cholesterol, suggesting a
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