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Merck
CN

H1015

Sigma-Aldrich

25-羟基胆甾醇

≥98%

别名:

5-胆甾烯-3β,25-二醇

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关于此项目

经验公式(希尔记法):
C27H46O2
化学文摘社编号:
分子量:
402.65
Beilstein:
3161259
MDL编号:
UNSPSC代码:
41141804
eCl@ss:
39023139
PubChem化学物质编号:
NACRES:
NA.77
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生物来源

synthetic (organic)

质量水平

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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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

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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)
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
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
Kenji Ohgane et al.
Chemistry & biology, 20(3), 391-402 (2013-03-26)
Niemann-Pick type C1 (NPC1) is a polytopic endosomal membrane protein required for efflux of LDL-derived cholesterol from endosomes, and mutations of this protein are associated with Niemann-Pick disease type C, a fatal neurodegenerative disease. At least one prevalent mutation (I1061T)
Joelle Makoukji et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(26), 9620-9629 (2011-07-01)
Oxysterols are reactive molecules generated from the oxidation of cholesterol. Their implication in cholesterol homeostasis and in the progression of neurodegenerative disorders is well known, but few data are available for their functions in the peripheral nervous system. Our aim

商品

肝脏中胆固醇的合成量由饮食中的胆固醇水平来严格调节。LDL受体调节富含脂质的低密度脂蛋白(LDL)颗粒的细胞转运。

Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

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