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Merck
CN

700113P

Avanti

7α-羟基胆甾烯酮

Avanti Polar Lipids

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别名:
C4;α-HC;α-HC;7HCO;7 α-3ox-C;111107
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

7α-hydroxy-4-cholesten-3-one

检测方案

>99% (TLC)

形式

powder

包装

pkg of 1 × 1 mg (700113P-1mg)
pkg of 1 × 10 mg (700113P-10mg)

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/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1

InChI key

IOIZWEJGGCZDOL-RQDYSCIWSA-N

一般描述

7α-羟基-4-胆甾烯-3-酮是胆固醇生化合成胆汁酸的中间体。其前体7α-羟基胆固醇由肝脏胆固醇7α-羟化酶(CYP7A1)从胆固醇中产生。[1]它由酶7α-羟基胆甾-4-烯-3-酮12α-羟化酶代谢为7α,12α-二羟基胆甾-4-烯-3-酮,然后再代谢为胆酸,胆酸是人类主要的原胆汁酸。或者,它可以转化为5β-胆甾烷-3α,7α-二醇,然后转化为鹅去氧胆酸,这是人类的另一种主要原代胆汁酸。血清7α-羟基-4-胆甾烯-3-酮浓度反映胆汁酸合成途径的活性。血清7α-羟基-4-胆甾烯-3-酮值在白天变化,因为胆汁酸合成速率具有昼夜节律。[2] 胆汁酸吸收不良的患者中发现升高值,这可能有助于诊断这种情况,因为高值与低SeHCAT潴留有关。[3] 血清7α-羟基-4-胆甾烯-3-酮浓度的增加反映了胆汁酸吸收不良引起的胆汁酸损失,或在原发性胆汁酸腹泻中发现的合成增加,与FGF19对CYP7A1的负反馈受损有关。[4]

应用


  • Role as a mediator in cholesterol metabolism: 7α-hydroxycholestenone has been implicated in the discussion on oxysterols as cholesterol metabolites that act as significant mediators within biological systems, highlighting its importance in cholesterol metabolism and potential pharmaceutical implications (Mutemberezi et al., 2016).

包装

5 mL琥珀色玻璃螺旋盖样品瓶(700113P-10mg)
5 mL琥珀色玻璃螺旋盖样品瓶(700113P-1mg)

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


分析证书(COA)

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The enzymes, regulation, and genetics of bile acid synthesis. Annual review of biochemistry
Russell DW
Annual Review of Biochemistry, 72, 137-174 (2003)
Bile acid synthesis in humans has a rapid diurnal variation that is asynchronous with cholesterol synthesis.
Galman C, et al.
Gastroenterology, 129(5), 1445-1453 (2005)
Chronic diarrhea due to excessive bile acid synthesis and not defective ileal transport: a new syndrome of defective fibroblast growth factor 19 release.
Hofmann AF, et al.
Clinical Gastroenterology and Hepatology : the Official Clinical Practice Journal of the American Gastroenterological Association, 7 (11), 1151-1154 (2009)
Serum 7 alpha-hydroxy-4-cholesten-3-one and selenohomocholyltaurine (SeHCAT) whole body retention in the assessment of bile acid induced diarrhoea.
Brydon WG, et al.
European Journal of Gastroenterology & Hepatology, 8(2), 117-123 (1996)
Chronic diarrhea due to excessive bile acid synthesis and not defective ileal transport: a new syndrome of defective fibroblast growth factor 19 release.
Alan F Hofmann et al.
Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association, 7(11), 1151-1154 (2009-08-12)

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