Diclofenac acyl glucuronide (BioDeep_00000054359)

   

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


(2S,3S,4S,5R,6S)-6-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

化学式: C20H19Cl2NO8 (471.0488)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: C1=CC=C(C(=C1)CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)NC3=C(C=CC=C3Cl)Cl
InChI: InChI=1S/C20H19Cl2NO8/c21-10-5-3-6-11(22)14(10)23-12-7-2-1-4-9(12)8-13(24)30-20-17(27)15(25)16(26)18(31-20)19(28)29/h1-7,15-18,20,23,25-27H,8H2,(H,28,29)/t15-,16-,17+,18-,20+/m0/s1

描述信息

Diclofenac acyl glucuronide is a metabolite of diclofenac. Diclofenac is a non-steroidal anti-inflammatory drug (NSAID) taken to reduce inflammation and as an analgesic reducing pain in certain conditions. The name is derived from its chemical name: 2-(2,6-dichloranilino) phenylacetic acid. In the United Kingdom, India, Brazil and the United States, it may be supplied as either the sodium or potassium salt, in China most often as the sodium salt, while in some other countries only as the potassium salt. (Wikipedia)

同义名列表

12 个代谢物同义名

(2S,3S,4S,5R,6S)-6-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; 1-O-(2-((2,6-Dichlorophenyl)amino)phenylacetyl)glucopyranuronic acid; Diclofenac β-D-glucosiduronic acid; Diclofenac b-D-glucosiduronic acid; Diclofenac beta-D-glucosiduronate; Diclofenac 1-O-acyl glucuronide; Diclofenac β-D-glucosiduronate; Diclofenac b-D-glucosiduronate; Diclofenac acyl glucuronide; Diclofenac O-glucuronide; Diclofenac glucuronide; D-1-O-g CPD



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(1)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Weifan Jiang, Tianming Dai, Shuilin Xie, Lan Ding, Lizhen Huang, Renke Dai. Roles of diclofenac and its metabolites in immune activation associated with acute hepatotoxicity in TgCYP3A4/hPXR-humanized mice. International immunopharmacology. 2020 Sep; 86(?):106723. doi: 10.1016/j.intimp.2020.106723. [PMID: 32615451]
  • Xiaokui Huo, Qiang Meng, Changyuan Wang, Jingjing Wu, Chong Wang, Yanna Zhu, Xiaodong Ma, Huijun Sun, Kexin Liu. Protective effect of cilastatin against diclofenac-induced nephrotoxicity through interaction with diclofenac acyl glucuronide via organic anion transporters. British journal of pharmacology. 2020 05; 177(9):1933-1948. doi: 10.1111/bph.14957. [PMID: 32000294]
  • Renato J Scialis, Lauren M Aleksunes, Iván L Csanaky, Curtis D Klaassen, José E Manautou. Identification and Characterization of Efflux Transporters That Modulate the Subtoxic Disposition of Diclofenac and Its Metabolites. Drug metabolism and disposition: the biological fate of chemicals. 2019 10; 47(10):1080-1092. doi: 10.1124/dmd.119.086603. [PMID: 31399506]
  • Katarzyna E Lazarska, Stefan J Dekker, Nico P E Vermeulen, Jan N M Commandeur. Effect of UGT2B7*2 and CYP2C8*4 polymorphisms on diclofenac metabolism. Toxicology letters. 2018 Mar; 284(?):70-78. doi: 10.1016/j.toxlet.2017.11.038. [PMID: 29203276]
  • Shingo Oda, Yuji Shirai, Sho Akai, Akira Nakajima, Koichi Tsuneyama, Tsuyoshi Yokoi. Toxicological role of an acyl glucuronide metabolite in diclofenac-induced acute liver injury in mice. Journal of applied toxicology : JAT. 2017 05; 37(5):545-553. doi: 10.1002/jat.3388. [PMID: 27671914]
  • Renato J Scialis, José E Manautou. Elucidation of the Mechanisms through Which the Reactive Metabolite Diclofenac Acyl Glucuronide Can Mediate Toxicity. The Journal of pharmacology and experimental therapeutics. 2016 Apr; 357(1):167-76. doi: 10.1124/jpet.115.230755. [PMID: 26869668]
  • 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]
  • Jane R Kenny, James L Maggs, Xiaoli Meng, Deborah Sinnott, Stephen E Clarke, B Kevin Park, Andrew V Stachulski. Syntheses and characterization of the acyl glucuronide and hydroxy metabolites of diclofenac. Journal of medicinal chemistry. 2004 May; 47(11):2816-25. doi: 10.1021/jm030891w. [PMID: 15139759]
  • Wei Tang. The metabolism of diclofenac--enzymology and toxicology perspectives. Current drug metabolism. 2003 Aug; 4(4):319-29. doi: 10.2174/1389200033489398. [PMID: 12871048]