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Merck
CN

H1015

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
NACRES:
NA.77
PubChem Substance ID:
eCl@ss:
39023139
UNSPSC Code:
41141804
MDL number:
Beilstein/REAXYS Number:
3161259
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biological source

synthetic (organic)

Quality Level

assay

≥98%

form

powder

shipped in

ambient

storage temp.

room temp

SMILES string

[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

Application

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。

Biochem/physiol Actions

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。

Preparation Note

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。


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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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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.


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
Joseph Longo et al.
Molecular metabolism, 25, 119-130 (2019-04-27)
The statin family of cholesterol-lowering drugs has been shown to induce tumor-specific apoptosis by inhibiting the rate-limiting enzyme of the mevalonate (MVA) pathway, HMG-CoA reductase (HMGCR). Accumulating evidence suggests that statin use may delay prostate cancer (PCa) progression in a



全球贸易项目编号

货号GTIN
H1015-10MG04061833663769
H1015-100MG04061833076415
H1015-25MG04061833663776