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Merck
CN

52853

Supelco

7α-羟基-4-胆甾烯-3-酮

≥95.0% (HPLC)

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别名:
7α-羟基胆甾-4-烯-3-酮
经验公式(希尔记法):
C27H44O2
CAS号:
分子量:
400.64
MDL编号:
UNSPSC代码:
41116107
PubChem化学物质编号:
NACRES:
NA.24

等级

analytical standard

质量水平

检测方案

≥95.0% (HPLC)

应用

clinical testing

格式

neat

储存温度

−20°C

SMILES字符串

O=C1CC[C@@]2(C)C(C[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C)=C1

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

已知7α-羟基-4-胆甾烯-3-酮(C4)是胆固醇7α-羟化酶活性的标志物。在胆汁酸代谢中起重要作用。

应用

C4可作为参比标准品,
  • 通过超高效液相色谱-串联质谱法(UHPLC-MS / MS)-电喷雾离子源(ESI)测定人血清中的C4
  • 通过LC-ESI-MS / MS进行多反应监测(MRM)模式检测的大鼠和猴血浆。
  • 采用固相萃取(SPE)和HPLC测定外周血血浆。

生化/生理作用

7a-羟基胆甾-3-酮是胆汁酸合成中的代谢产物,来源于 7a-羟基胆固醇,可进一步代谢为 7a,12a,-二羟基胆甾-4-烯-3-酮,用于分析分析血清中 7a-羟基胆甾烯-3-酮 (HCO) 可能作为一种新型、简便、灵敏的方法用于检测不明原因慢性腹泻患者的胆汁酸吸收障碍。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Comparison of simple extraction procedures in liquid chromatography-mass spectrometry based determination of serum 7?-hydroxy-4-cholesten-3-one, a surrogate marker of bile acid synthesis.
Marek L, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1033, 317-320 (2016)
Michael K Badman et al.
Clinical pharmacology in drug development, 9(3), 395-410 (2019-12-12)
Tropifexor (LJN452) is a potent, orally available, non-bile acid farnesoid X receptor agonist under clinical development for chronic liver diseases. Here, we present results from a first-in-human study of tropifexor following single- and multiple-ascending doses (SAD/MAD) and food effect substudy
Monitoring hepatic cholesterol 7?-hydroxylase activity by assay of the stable bile acid intermediate 7?-hydroxy-4-cholesten-3-one in peripheral blood.
Galman C, et al.
Journal of Lipid Research, 44(4), 859-866 (2003)
Lijuan Kang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1064, 49-55 (2017-09-16)
7α-hydroxy-4-cholesten-3-one (C4) is an oxidative enzymatic product of cholesterol metabolism via cholesterol 7α-hydroxylase, an enzyme also known as cholesterol 7-alpha-monooxygenase or cytochrome P450 7A1 (CYP7A1). C4 is a stable intermediate in the rate limiting pathway of bile acid biosynthesis. Previous
A UHPLC-MS/MS method for the quantification of 7?-hydroxy-4-cholesten-3-one to assist in diagnosis of bile acid malabsorption.
Prost JC, et al.
Clinical mass spectrometry, 3, 1-6 (2017)

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