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描述
7α-hydroxy-4-cholesten-3-one
方案
>99% (TLC)
表单
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 Research™ - A Croda Brand
运输
dry ice
储存温度
−20°C
SMILES字符串
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 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
- 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)
法律信息
Avanti Research is a trademark of Avanti Polar Lipids, LLC
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
The enzymes, regulation, and genetics of bile acid synthesis. Annual review of biochemistry
Annual Review of Biochemistry, 72, 137-174 (2003)
Serum 7 alpha-hydroxy-4-cholesten-3-one and selenohomocholyltaurine (SeHCAT) whole body retention in the assessment of bile acid induced diarrhoea.
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.
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.
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.
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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