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Merck
CN

H6891

Sigma-Aldrich

7β-羟基胆固醇

≥95%

别名:

5--胆甾烯-3β,7β-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
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥95%

形式

powder

官能团

hydroxyl

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=C[C@@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)C

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3

InChI key

OYXZMSRRJOYLLO-UHFFFAOYSA-N

应用

7β-羟胆固醇在人内皮细胞中可用于研究氧固醇诱导的凋亡。

生化/生理作用

7β-羟基胆固醇是一种氧固醇,即胆固醇氧化的酶促或非酶促产物。氧固醇具有细胞毒性,在单核细胞、平滑肌细胞和内皮细胞中可诱导死亡。 氧固醇诱导的细胞凋亡机制可能涉及胱氨酸蛋白酶或DNA片段化。7β-羟基胆固醇的水平升高与包括动脉粥样硬化在内的心血管疾病风险提高相关。

制备说明

无论是否加热,β-羟基胆固醇在乙醇中都会生成澄清、无色至淡黄色的溶液。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Raymond C S Seet et al.
Free radical biology & medicine, 50(12), 1787-1793 (2011-03-23)
Cigarette smoking predisposes to the development of multiple diseases involving oxidative damage. We measured a range of oxidative damage biomarkers to understand which differ between smokers and nonsmokers and if the levels of these biomarkers change further during the act
Cinzia Mascia et al.
Free radical biology & medicine, 49(12), 2049-2057 (2010-10-07)
Cholesterol and its oxidation products, namely oxysterols, have very recently been shown to potentially interfere with homeostasis of the human digestive tract, by promoting and sustaining irreversible damage of the colonic epithelial layer. This report concerns the strong proinflammatory action
Paola Gamba et al.
Aging cell, 10(3), 403-417 (2011-01-29)
All three cholesterol oxidation products implicated thus far in the pathogenesis of Alzheimer's disease, 7β-hydroxycholesterol, 24-hydroxycholesterol, and 27-hydroxycholesterol, markedly enhance the binding of amyloid-beta (Aβ) to human differentiated neuronal cell lines (SK-N-BE and NT-2) by up-regulating net expression and synthesis
B Ziedén et al.
Arteriosclerosis, thrombosis, and vascular biology, 19(4), 967-971 (1999-04-09)
The mortality in coronary heart disease among 50- to 54-year-old men is 4 times higher in Lithuania than in Sweden. It was recently suggested that traditional risk factors could not explain this mortality difference. LDL of Lithuanian men showed, however
G Lizard et al.
FEBS letters, 419(2-3), 276-280 (1998-01-15)
The oxysterols, 7beta-hydroxycholesterol and 7-ketocholesterol, are involved in the cytotoxicity of oxidized LDL. To elucidate their molecular mechanisms, the human promonocytic leukemia cells U937 and U4 were used. U4 cells overexpressing Bcl-2 were obtained by transfection of U937 cells. 7Beta-hydroxycholesterol

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