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Merck
CN

H6891

7β-羟基胆固醇

≥95%

别名:

5--胆甾烯-3β,7β-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:
UNSPSC Code:
12352211
MDL number:
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产品名称

7β-羟基胆固醇, ≥95%

form

powder

assay

≥95%

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

SMILES string

[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 key

OYXZMSRRJOYLLO-UHFFFAOYSA-N

functional group

hydroxyl

shipped in

ambient

storage temp.

room temp

Quality Level

Application

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。

Biochem/physiol Actions

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。

Preparation Note

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。

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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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
G Lizard et al.
Arteriosclerosis, thrombosis, and vascular biology, 19(5), 1190-1200 (1999-05-14)
Oxidized low density lipoproteins (LDLs) play a central role in atherosclerosis, and their toxicity is due, at least in part, to the formation of oxysterols that have been shown to induce apoptosis in various cell types. As 7beta-hydroxycholesterol and 7-ketocholesterol
W T Wong et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 21(3), 157-164 (2009-12-17)
Oxidized low-density lipoprotein (ox-LDL) causes atherosclerosis and endothelial dysfunction. No study up to the present date has examined the relative contribution of all the oxidized components in ox-LDL to inhibition on vascular function. Our aim was to investigate the effects
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

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