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Merck

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:
分子量:
402.65
Beilstein:
3161259
MDL號碼:
分類程式碼代碼:
41141804
eCl@ss:
39023139
PubChem物質ID:
NACRES:
NA.77

生物源

synthetic (organic)

化驗

≥98%

形狀

powder

運輸包裝

ambient

儲存溫度

room temp

SMILES 字串

[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 密鑰

INBGSXNNRGWLJU-ZHHJOTBYSA-N

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應用

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。

準備報告

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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
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
Giulia Parisio et al.
Journal of the American Chemical Society, 134(29), 12198-12208 (2012-06-29)
The transverse motion of molecules from one leaflet to the other of a lipid bilayer, or flip-flop, represents a putative mechanism for their transmembrane transport and may contribute to the asymmetric distribution of components in biomembranes. However, a clear understanding

商品

The amount of cholesterol that is synthesized in the liver is tightly regulated by dietary cholesterol levels. LDL receptors regulate the cellular transport of lipid rich low density lipoprotein (LDL) particles.

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。

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