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Merck
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主要文件

700113P

Avanti

7α-羟基胆甾烯酮

Avanti Research - A Croda Brand

别名:

C4;α-HC;α-HC;7HCO;7 α-3ox-C;111107

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About This Item

经验公式(希尔记法):
C27H44O2
CAS号:
分子量:
400.64
MDL號碼:
分類程式碼代碼:
12352211
NACRES:
NA.25

描述

7α-hydroxy-4-cholesten-3-one

化驗

>99% (TLC)

形狀

powder

包裝

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

製造商/商標名

Avanti Research - A Croda Brand

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

O[C@H]1[C@H]2[C@H]3[C@@]([C@H](CC3)[C@@H](CCCC(C)C)C)(CC[C@@H]2[C@]4(CCC(=O)C=C4C1)C)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 密鑰

IOIZWEJGGCZDOL-RQDYSCIWSA-N

一般說明

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]

應用


  • 作为胆固醇代谢介质的作用:7α-羟基胆固醇酮在关于氧固醇作为胆固醇代谢物的讨论中提及——氧固醇在生物系统中起着重要的介质作用——彰显其在胆固醇代谢中的重要性和潜在的药学价值(Mutemberezi et al., 2016)。

包裝

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)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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


历史批次信息供参考:

分析证书(COA)

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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)
The enzymes, regulation, and genetics of bile acid synthesis. Annual review of biochemistry
Russell DW
Annual Review of Biochemistry, 72, 137-174 (2003)
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)
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)
Cecilia Gälman et al.
Gastroenterology, 129(5), 1445-1453 (2005-11-16)
The conversion of cholesterol to bile acids by the liver is an important regulator of body cholesterol homeostasis. In rodents, both cholesterol and bile acid synthesis have marked diurnal rhythms that peak synchronously at midnight. The aim of this study

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