Tolmetin (BioDeep_00000001467)

 

Secondary id: BioDeep_00001867822

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid

化学式: C15H15NO3 (257.105188)
中文名称: 托麦汀
谱图信息: 最多检出来源 Viridiplantae(plant) 20%

分子结构信息

SMILES: CC1=CC=C(C=C1)C(=O)C2=CC=C(N2C)CC(=O)O
InChI: InChI=1S/C15H15NO3/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18/h3-8H,9H2,1-2H3,(H,17,18)

描述信息

Tolmetin is only found in individuals that have used or taken this drug. It is a non-steroidal anti-inflammatory agent (anti-inflammatory agents, NON-steroidal) similar in mode of action to indomethacin. [PubChem]The mode of action of tolmetin is not known. However, studies in laboratory animals and man have demonstrated that the anti-inflammatory action of tolmetin is not due to pituitary-adrenal stimulation. Tolmetin inhibits prostaglandin synthetase in vitro and lowers the plasma level of prostaglandin E in man. This reduction in prostaglandin synthesis may be responsible for the anti-inflammatory action. Tolmetin does not appear to alter the course of the underlying disease in man.
M - Musculo-skeletal system > M02 - Topical products for joint and muscular pain > M02A - Topical products for joint and muscular pain > M02AA - Antiinflammatory preparations, non-steroids for topical use
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AB - Acetic acid derivatives and related substances
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
KEIO_ID T044; [MS2] KO009288
D004791 - Enzyme Inhibitors
KEIO_ID T044

同义名列表

23 个代谢物同义名

2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid; 1-Methyl-5-(4-methylbenzoyl)-pyrrole-2-acetic acid; 1-Methyl-5-(4-methylbenzoyl)-pyrrole-2-acetate; 5-(p-Toluoyl)-1-methylpyrrole-2-acetic acid; 1-Methyl-5-p-toluoylpyrrole-2-acetic acid; 5-(p-Toluoyl)-1-methylpyrrole-2-acetate; 1-Methyl-5-p-toluoylpyrrole-2-acetate; Anhydrous, tolmetin sodium; Tolmetin sodium, anhydrous; Tolmetin sodium, dihydrate; Sodium anhydrous, tolmetin; Tolmetin sodium anhydrous; Dihydrate tolmetin sodium; Anhydrous tolmetin sodium; Sodium, tolmetin; tolmetin sodium; Tolmetinum; Tolmetino; Tolmetine; Tolmetina; Tolectin; tolmetin; Tolmetin



数据库引用编号

25 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

0 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(0)

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

  • Patrick Camilleri, Akshay Buch, Brandi Soldo, Andrew J Hutt. The influence of physicochemical properties on the reactivity and stability of acyl glucuronides †. Xenobiotica; the fate of foreign compounds in biological systems. 2018 Sep; 48(9):958-972. doi: 10.1080/00498254.2017.1384967. [PMID: 28967291]
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  • Atsushi Iwamura, Katsuhito Watanabe, Sho Akai, Tsubasa Nishinosono, Koichi Tsuneyama, Shingo Oda, Toshiyuki Kume, Tsuyoshi Yokoi. Zomepirac Acyl Glucuronide Is Responsible for Zomepirac-Induced Acute Kidney Injury in Mice. Drug metabolism and disposition: the biological fate of chemicals. 2016 07; 44(7):888-96. doi: 10.1124/dmd.116.069575. [PMID: 27112166]
  • Frida Gustafsson, Alison J Foster, Sunil Sarda, Matthew H Bridgland-Taylor, J Gerry Kenna. A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Jan; 137(1):189-211. doi: 10.1093/toxsci/kft223. [PMID: 24085192]
  • Silvia Neamtu, Nicoleta Tosa, Mircea Bogdan. Spectroscopic investigation of tolmetin interaction with human serum albumin. Journal of pharmaceutical and biomedical analysis. 2013 Nov; 85(?):277-82. doi: 10.1016/j.jpba.2013.07.032. [PMID: 23973633]
  • Aida Kulo, Sarah Hendrickx, Jan de Hoon, Nedzad Mulabegovic, Kristel van Calsteren, Rene Verbesselt, Karel Allegaert. The impact of pregnancy on urinary ketorolac metabolites after single intravenous bolus. European journal of drug metabolism and pharmacokinetics. 2013 Mar; 38(1):1-4. doi: 10.1007/s13318-012-0108-7. [PMID: 23179562]
  • Zhihui Rong, Yanjiao Xu, Chengliang Zhang, Daochun Xiang, Xiping Li, Dong Liu. Evaluation of intestinal absorption of amtolmetin guacyl in rats: breast cancer resistant protein as a primary barrier of oral bioavailability. Life sciences. 2013 Feb; 92(3):245-51. doi: 10.1016/j.lfs.2012.12.010. [PMID: 23333829]
  • Cláudia Nunes, Gerald Brezesinski, Daniela Lopes, José L F C Lima, Salette Reis, Marlene Lúcio. Lipid-drug interaction: biophysical effects of tolmetin on membrane mimetic systems of different dimensionality. The journal of physical chemistry. B. 2011 Nov; 115(43):12615-23. doi: 10.1021/jp206013z. [PMID: 21936545]
  • Philip Gardiner, Stuart W Paine. The impact of hepatic uptake on the pharmacokinetics of organic anions. Drug metabolism and disposition: the biological fate of chemicals. 2011 Oct; 39(10):1930-8. doi: 10.1124/dmd.111.039842. [PMID: 21778353]
  • Cláudia Nunes, Gerald Brezesinski, José L F C Lima, Salette Reis, Marlene Lúcio. Synchrotron SAXS and WAXS study of the interactions of NSAIDs with lipid membranes. The journal of physical chemistry. B. 2011 Jun; 115(24):8024-32. doi: 10.1021/jp2025158. [PMID: 21598995]
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  • M Kirkova, A Alexandova, M Kesiova, S Todorov. In vivo effects of amtolmetin guacyl on lipid peroxidation and antioxidant defence systems. Comparison with non-selective and COX-2 selective NSAIDs. Autonomic & autacoid pharmacology. 2007 Apr; 27(2):99-104. doi: 10.1111/j.1474-8673.2007.00395.x. [PMID: 17391279]
  • Amichand Dairam, Adrienne C Müller, Santy Daya. Non-steroidal anti-inflammatory agents, tolmetin and sulindac attenuate quinolinic acid (QA)-induced oxidative stress in primary hippocampal neurons and reduce QA-induced spatial reference memory deficits in male Wistar rats. Life sciences. 2007 Mar; 80(15):1431-8. doi: 10.1016/j.lfs.2007.01.006. [PMID: 17266991]
  • M Kirkova, A Alexandova, M Kesiova, E Tsvetanova, A Georgieva, S Todorov. Potential antioxidant activity of celecoxib and amtolmetin guacyl: in vitro studies. Autonomic & autacoid pharmacology. 2007 Jan; 27(1):13-8. doi: 10.1111/j.1474-8673.2006.00391.x. [PMID: 17199871]
  • M Kirkova, M Kesiova, S Konstantinova, A Alexandrova, L Petrov, E Tsvetanova, S Todorov. In vivo effects of amtolmetin guacyl on lipid peroxidation and antioxidant defence systems in different models of gastrointestinal injury. Autonomic & autacoid pharmacology. 2007 Jan; 27(1):63-70. doi: 10.1111/j.1474-8673.2006.00390.x. [PMID: 17199877]
  • Zhesheng Chen, Tom G Holt, James V Pivnichny, Kwan Leung. A simple in vitro model to study the stability of acylglucuronides. Journal of pharmacological and toxicological methods. 2007 Jan; 55(1):91-5. doi: 10.1016/j.vascn.2006.03.008. [PMID: 16713308]
  • Azza A K El-Sheikh, Jeroen J M W van den Heuvel, Jan B Koenderink, Frans G M Russel. Interaction of nonsteroidal anti-inflammatory drugs with multidrug resistance protein (MRP) 2/ABCC2- and MRP4/ABCC4-mediated methotrexate transport. The Journal of pharmacology and experimental therapeutics. 2007 Jan; 320(1):229-35. doi: 10.1124/jpet.106.110379. [PMID: 17005917]
  • Amichand Dairam, Prakash Chetty, Santy Daya. Non-steroidal anti-inflammatory agents, tolmetin and sulindac, attenuate oxidative stress in rat brain homogenate and reduce quinolinic acid-induced neurodegeneration in rat hippocampal neurons. Metabolic brain disease. 2006 Sep; 21(2-3):221-33. doi: 10.1007/s11011-006-9014-5. [PMID: 16850258]
  • Jørgen Olsen, Chunze Li, Inga Bjørnsdottir, Ulrik Sidenius, Steen Honoré Hansen, Leslie Z Benet. In vitro and in vivo studies on acyl-coenzyme A-dependent bioactivation of zomepirac in rats. Chemical research in toxicology. 2005 Nov; 18(11):1729-36. doi: 10.1021/tx0501785. [PMID: 16300382]
  • Guoyun Bai, Yanfang Cui, Yunhuang Yang, Chaohui Ye, Maili Liu. A competitive low-affinity binding model for determining the mutual and specific sites of two ligands on protein. Journal of pharmaceutical and biomedical analysis. 2005 Jul; 38(4):588-93. doi: 10.1016/j.jpba.2004.12.037. [PMID: 15967285]
  • Loretta Aureli, Gabriele Cruciani, Maria Candida Cesta, Roberto Anacardio, Lucio De Simone, Alessio Moriconi. Predicting human serum albumin affinity of interleukin-8 (CXCL8) inhibitors by 3D-QSPR approach. Journal of medicinal chemistry. 2005 Apr; 48(7):2469-79. doi: 10.1021/jm049227l. [PMID: 15801837]
  • Irina Rudik Miksa, Margaret R Cummings, Robert H Poppenga. Multi-residue determination of anti-inflammatory analgesics in sera by liquid chromatography--mass spectrometry. Journal of analytical toxicology. 2005 Mar; 29(2):95-104. doi: 10.1093/jat/29.2.95. [PMID: 15902977]
  • Mohamed Sultan, Günther Stecher, Wolfgang M Stöggl, Rania Bakry, P Zaborski, C W Huck, Nagla M El Kousy, Günther K Bonn. Sample pretreatment and determination of non steroidal anti-inflammatory drugs (NSAIDs) in pharmaceutical formulations and biological samples (blood, plasma, erythrocytes) by HPLC-UV-MS and micro-HPLC. Current medicinal chemistry. 2005; 12(5):573-88. doi: 10.2174/0929867310504050573. [PMID: 15777213]
  • Jessica H Kennedy, Nancy Korn, Ronald J Thurston. Prostaglandin levels in seminal plasma and sperm extracts of the domestic turkey, and the effects of cyclooxygenase inhibitors on sperm mobility. Reproductive biology and endocrinology : RB&E. 2003 Oct; 1(?):74. doi: 10.1186/1477-7827-1-74. [PMID: 14613550]
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  • J Olsen, I Bjørnsdottir, S Honorè Hansen. Identification of coenzyme A-related tolmetin metabolites in rats: relationship with reactive drug metabolites. Xenobiotica; the fate of foreign compounds in biological systems. 2003 May; 33(5):561-70. doi: 10.1080/0049825031000085942. [PMID: 12746110]
  • P Van Eenoo, F T Delbeke, K Roels, K Baert. Detection and disposition of tolmetin in the horse. Journal of pharmaceutical and biomedical analysis. 2003 Mar; 31(4):723-30. doi: 10.1016/s0731-7085(02)00687-8. [PMID: 12644199]
  • José Pérez-Urizar, Francisco J Flores-Murrieta, Gilberto Castañeda-Hernández. Effect of experimental hypoalbuminemia on the plasma protein binding of tolmetin. Life sciences. 2002 Jul; 71(9):1015-22. doi: 10.1016/s0024-3205(02)01788-5. [PMID: 12088761]
  • Sebastien Bolze, Norbert Bromet, Croisine Gay-Feutry, Frederic Massiere, Roselyne Boulieu, Thierry Hulot. Development of an in vitro screening model for the biosynthesis of acyl glucuronide metabolites and the assessment of their reactivity toward human serum albumin. Drug metabolism and disposition: the biological fate of chemicals. 2002 Apr; 30(4):404-13. doi: 10.1124/dmd.30.4.404. [PMID: 11901094]
  • Klaus Klarskov, Stephen Naylor. India ink staining after sodium dodecyl sulfate polyacrylamide gel electrophoresis and in conjunction with Western blots for peptide mapping by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM. 2002; 16(1):35-42. doi: 10.1002/rcm.522. [PMID: 11754245]
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