Ketoprofen glucuronide (BioDeep_00000031447)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

化学式: C22H22O9 (430.1263762)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C1=CC(=CC=C1)C(=O)C1=CC=CC=C1
InChI: InChI=1S/C22H22O9/c1-11(13-8-5-9-14(10-13)15(23)12-6-3-2-4-7-12)21(29)31-22-18(26)16(24)17(25)19(30-22)20(27)28/h2-11,16-19,22,24-26H,1H3,(H,27,28)/t11?,16-,17-,18+,19-,22-/m0/s1

描述信息

Ketoprofen glucuronide is a natural human metabolite of ketoprofen generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.
Ketoprofen glucuronide is a natural human metabolite of ketoprofen generated in the liver by UDP glucuonyltransferase.

同义名列表

6 个代谢物同义名

(2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid; (2S,3S,4S,5R,6S)-6-{[2-(3-benzoylphenyl)propanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate; 1-(3-Benzoyl-alpha-methylbenzeneacetate) beta-delta-glucopyranuronic acid; 1-(3-Benzoyl-alpha-methylbenzeneacetate) beta-D-glucopyranuronic acid; DL-Ketoprofen glucuronide; Ketoprofen glucuronide



数据库引用编号

9 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)

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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

  • Fumio Osaki, Takaaki Goto, Seon Hwa Lee, Tomoyuki Oe. Predicted multiple selected reaction monitoring to screen activated drug-mediated modifications on human serum albumin. Analytical biochemistry. 2014 Mar; 449(?):59-67. doi: 10.1016/j.ab.2013.12.016. [PMID: 24361714]
  • Toshihisa Koga, Ryoichi Fujiwara, Miki Nakajima, Tsuyoshi Yokoi. Toxicological evaluation of acyl glucuronides of nonsteroidal anti-inflammatory drugs using human embryonic kidney 293 cells stably expressing human UDP-glucuronosyltransferase and human hepatocytes. Drug metabolism and disposition: the biological fate of chemicals. 2011 Jan; 39(1):54-60. doi: 10.1124/dmd.110.035600. [PMID: 20926620]
  • Ying Zhao, Desheng Zhai, Xijing Chen, Jinnan Yang, Xiangfeng Song, Hui He, Qiaoling Yu, Yan Xing. Ketoprofen glucuronidation and bile excretion in carbon tetrachloride and alpha-naphthylisothiocyanate induced hepatic injury rats. Toxicology. 2007 Feb; 230(2-3):145-50. doi: 10.1016/j.tox.2006.11.008. [PMID: 17184895]
  • M G Soars, R J Riley, K A Findlay, M J Coffey, B Burchell. Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney. Drug metabolism and disposition: the biological fate of chemicals. 2001 Feb; 29(2):121-6. doi: NULL. [PMID: 11159800]
  • N G Grubb, D W Rudy, D C Brater, S D Hall. Stereoselective pharmacokinetics of ketoprofen and ketoprofen glucuronide in end-stage renal disease: evidence for a 'futile cycle' of elimination. British journal of clinical pharmacology. 1999 Oct; 48(4):494-500. doi: 10.1046/j.1365-2125.1999.00046.x. [PMID: 10583018]
  • C J Meunier, R K Verbeeck. Glucuronidation kinetics of R,S-ketoprofen in adjuvant-induced arthritic rats. Pharmaceutical research. 1999 Jul; 16(7):1081-6. doi: 10.1023/a:1018996018708. [PMID: 10450934]
  • N Presle, F Lapicque, S Fournel-Gigleux, J Magdalou, P Netter. Stereoselective irreversible binding of ketoprofen glucuronides to albumin. Characterization of the site and the mechanism. Drug metabolism and disposition: the biological fate of chemicals. 1996 Oct; 24(10):1050-7. doi: NULL. [PMID: 8894504]
  • N G Grubb, D W Rudy, S D Hall. Stereoselective high-performance liquid chromatographic analysis of ketoprofen and its acyl glucuronides in chronic renal insufficiency. Journal of chromatography. B, Biomedical applications. 1996 Apr; 678(2):237-44. doi: 10.1016/0378-4347(95)00517-x. [PMID: 8738027]
  • N Dubois-Presle, F Lapicque, M H Maurice, S Fournel-Gigleux, J Magdalou, M Abiteboul, G Siest, P Netter. Stereoselective esterase activity of human serum albumin toward ketoprofen glucuronide. Molecular pharmacology. 1995 Mar; 47(3):647-53. doi: NULL. [PMID: 7700262]
  • N Dubois, F Lapicque, M H Maurice, M Pritchard, S Fournel-Gigleux, J Magdalou, M Abiteboul, G Siest, P Netter. In vitro irreversible binding of ketoprofen glucuronide to plasma proteins. Drug metabolism and disposition: the biological fate of chemicals. 1993 Jul; 21(4):617-23. doi: NULL. [PMID: 8104120]
  • P J Hayball, R L Nation, F Bochner. Stereoselective interactions of ketoprofen glucuronides with human plasma protein and serum albumin. Biochemical pharmacology. 1992 Jul; 44(2):291-9. doi: 10.1016/0006-2952(92)90012-8. [PMID: 1642643]
  • G W Houghton, M J Dennis, E D Rigler, R L Parsons. Urinary pharmacokinetics of orally administered ketoprofen in man. European journal of drug metabolism and pharmacokinetics. 1984 Jul; 9(3):201-4. doi: 10.1007/bf03189642. [PMID: 6519121]