4-hydroxymidazolam (BioDeep_00000027086)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

化学式: C18H13ClFN3O (341.07311300000003)
中文名称: 4-羟基咪达唑仑
谱图信息: 最多检出来源 Danio rerio(blood) 16.67%

分子结构信息

SMILES: CC1=NC=C2C(O)N=C(C3=CC=CC=C3F)C3=C(C=CC(Cl)=C3)N12
InChI: InChI=1S/C18H13ClFN3O/c1-10-21-9-16-18(24)22-17(12-4-2-3-5-14(12)20)13-8-11(19)6-7-15(13)23(10)16/h2-9,18,24H,1H3

描述信息

4-hydroxymidazolam is a metabolite of midazolam. Midazolam (marketed in English-speaking countries under the trade names Dormicum, Hypnovel, and Versed, is a short-acting drug in the benzodiazepine class developed by Hoffmann-La Roche in the 1970s. The drug is used for treatment of acute seizures, moderate to severe insomnia, and for inducing sedation and amnesia before medical procedures. It possesses profoundly potent anxiolytic, amnestic, hypnotic, anticonvulsant, skeletal muscle relaxant, and sedative properties. (Wikipedia)

同义名列表

4 个代谢物同义名

12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol; 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-ol; 4-Hydroxymidazolam; 4-OH-MDZ



数据库引用编号

6 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

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1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Henriette de Loor, Hylke de Jonge, Kristin Verbeke, Yves Vanrenterghem, Dirk R Kuypers. A highly sensitive liquid chromatography tandem mass spectrometry method for simultaneous quantification of midazolam, 1'-hydroxymidazolam and 4-hydroxymidazolam in human plasma. Biomedical chromatography : BMC. 2011 Oct; 25(10):1091-8. doi: 10.1002/bmc.1576. [PMID: 21204116]
  • Kyung-Ah Seo, Soo Kyung Bae, Young-Kil Choi, Chang Soo Choi, Kwang-Hyeon Liu, Jae-Gook Shin. Metabolism of 1'- and 4-hydroxymidazolam by glucuronide conjugation is largely mediated by UDP-glucuronosyltransferases 1A4, 2B4, and 2B7. Drug metabolism and disposition: the biological fate of chemicals. 2010 Nov; 38(11):2007-13. doi: 10.1124/dmd.110.035295. [PMID: 20713656]
  • Miroslav Dostalek, Joyce S Macwan, Shripad D Chitnis, Ileana A Ionita, Fatemeh Akhlaghi. Development and validation of a rapid and sensitive assay for simultaneous quantification of midazolam, 1'-hydroxymidazolam, and 4-hydroxymidazolam by liquid chromatography coupled to tandem mass-spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jun; 878(19):1629-33. doi: 10.1016/j.jchromb.2010.04.001. [PMID: 20434409]
  • Bettina Link, Manuel Haschke, Markus Wenk, Stephan Krähenbühl. Determination of midazolam and its hydroxy metabolites in human plasma and oral fluid by liquid chromatography/electrospray ionization ion trap tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(9):1531-40. doi: 10.1002/rcm.2987. [PMID: 17410605]
  • Chin B Eap, Thierry Buclin, Gianni Cucchia, Daniele Zullino, Elisabeth Hustert, Gabriela Bleiber, Kerry Powell Golay, Anne-Catherine Aubert, Pierre Baumann, Amalio Telenti, Reinhold Kerb. Oral administration of a low dose of midazolam (75 microg) as an in vivo probe for CYP3A activity. European journal of clinical pharmacology. 2004 Jun; 60(4):237-46. doi: 10.1007/s00228-004-0762-z. [PMID: 15114429]
  • Chin B Eap, Thierry Buclin, Elisabeth Hustert, Gabriela Bleiber, Kerry Powell Golay, Anne-Catherine Aubert, Pierre Baumann, Amalio Telenti, Reinhold Kerb. Pharmacokinetics of midazolam in CYP3A4- and CYP3A5-genotyped subjects. European journal of clinical pharmacology. 2004 Jun; 60(4):231-6. doi: 10.1007/s00228-004-0767-7. [PMID: 15114431]
  • C B Eap, G Bouchoux, K Powell Golay, P Baumann. Determination of picogram levels of midazolam, and 1- and 4-hydroxymidazolam in human plasma by gas chromatography-negative chemical ionization-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Apr; 802(2):339-45. doi: 10.1016/j.jchromb.2003.12.014. [PMID: 15018796]
  • Camille P Granvil, Ai-Ming Yu, Guillermo Elizondo, Taro E Akiyama, Connie Cheung, Lionel Feigenbaum, Kristopher W Krausz, Frank J Gonzalez. Expression of the human CYP3A4 gene in the small intestine of transgenic mice: in vitro metabolism and pharmacokinetics of midazolam. Drug metabolism and disposition: the biological fate of chemicals. 2003 May; 31(5):548-58. doi: 10.1124/dmd.31.5.548. [PMID: 12695342]
  • Wilson Z Shou, Yu-Luan Chen, Angela Eerkes, Yong Q Tang, Lisa Magis, Xiangyu Jiang, Weng Naidong. Ultrafast liquid chromatography/tandem mass spectrometry bioanalysis of polar analytes using packed silica columns. Rapid communications in mass spectrometry : RCM. 2002; 16(17):1613-21. doi: 10.1002/rcm.762. [PMID: 12203228]
  • J Martens, P Banditt. Simultaneous determination of midazolam and its metabolites 1-hydroxymidazolam and 4-hydroxymidazolam in human serum using gas chromatography-mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 1997 Apr; 692(1):95-100. doi: 10.1016/s0378-4347(96)00506-3. [PMID: 9187388]
  • V Mastey, A C Panneton, F Donati, F Varin. Determination of midazolam and two of its metabolites in human plasma by high-performance liquid chromatography. Journal of chromatography. B, Biomedical applications. 1994 May; 655(2):305-10. doi: 10.1016/0378-4347(94)00096-4. [PMID: 8081479]
  • M P Gascon, P Dayer. In vitro forecasting of drugs which may interfere with the biotransformation of midazolam. European journal of clinical pharmacology. 1991; 41(6):573-8. doi: 10.1007/bf00314987. [PMID: 1815969]
  • R M Arendt, D J Greenblatt, W A Garland. Quantitation by gas chromatography of the 1- and 4-hydroxy metabolites of midazolam in human plasma. Pharmacology. 1984; 29(3):158-64. doi: 10.1159/000138007. [PMID: 6483962]