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Merck
CN

700015P

Avanti

7-酮胆(甾)醇

Avanti Polar Lipids

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别名:
7-氧代胆固醇;7-氧代-5-胆甾烯-3β-醇-7-酮;5-胆甾烯-3β-醇-7-酮;3β-羟基胆甾-5-烯-7-酮;110806
经验公式(希尔记法):
C27H44O2
CAS号:
分子量:
400.64
UNSPSC代码:
12352211
NACRES:
NA.25

描述

3β-hydroxy-5-cholestene-7-one

检测方案

>99% (TLC)

形式

powder

包装

pkg of 1 × 100 mg (700015P-100mg)
pkg of 1 × 5 mg (700015P-5mg)
pkg of 1 × 50 mg (700015P-50mg)

制造商/商品名称

Avanti Polar Lipids

运输

dry ice

储存温度

−20°C

InChI

1S/C27H44O2/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/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

InChI key

YIKKMWSQVKJCOP-ABXCMAEBSA-N

一般描述

7-酮胆固醇是胆固醇的主要氧化产物。

应用

<ul>
<li><strong>Cytoprotective effects of linolenic acid on 7-ketocholesterol-induced damage:</strong> This study highlights how specific fatty acids can mitigate the toxic effects of 7-ketocholesterol in neural and vascular cells, emphasizing potential therapeutic applications for neurodegenerative and cardiovascular diseases (Yammine et al., 2024).</li>
</ul>

生化/生理作用

7-酮胆固醇是细胞色素P450 7A1的强抑制剂。 它可调节胆固醇的稳态,细胞毒性和凋亡。 7-酮胆固醇刺激炎症、抑制生长和促进血管内皮生长因子。7-酮胆固醇的细胞蓄积可增强氧化应激、内质网应激和巨噬细胞凋亡。

包装

5 mL 琥珀色玻璃螺旋盖小瓶 (700015P-100 mg)
5 mL 琥珀色玻璃螺旋盖小瓶 (700015P-5 mg)
5 mL 琥珀色玻璃螺旋盖小瓶 (700015P-50 mg)

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Association of plasma 7-ketocholesterol with cardiovascular outcomes and total mortality in patients with coronary artery disease
Song J, et al.
Circulation Research, 120(10), 1622-1631 (2017)
Jesse A Rudd-Schmidt et al.
Nature communications, 10(1), 5396-5396 (2019-11-30)
Killer T cells (cytotoxic T lymphocytes, CTLs) maintain immune homoeostasis by eliminating virus-infected and cancerous cells. CTLs achieve this by forming an immunological synapse with their targets and secreting a pore-forming protein (perforin) and pro-apoptotic serine proteases (granzymes) into the
7-Ketocholesterol
Lyons MA and Brown AJ
The International Journal of Biochemistry & Cell Biology, 31(3-4), 369-375 (1999)
Raku Shinkyo et al.
The Journal of biological chemistry, 286(38), 33021-33028 (2011-08-05)
7-Ketocholesterol is a bioactive sterol, a potent competitive inhibitor of cytochrome P450 7A1, and toxic in liver cells. Multiple origins of this compound have been identified, with cholesterol being the presumed precursor. Although routes for formation of the 7-keto compound
Samantha A Hutchinson et al.
Nutrients, 11(11) (2019-11-07)
Interventions that alter cholesterol have differential impacts on hormone receptor positive- and negative-breast cancer risk and prognosis. This implies differential regulation or response to cholesterol within different breast cancer subtypes. We evaluated differences in side-chain hydroxycholesterol and liver X nuclear

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