Meclofenamic acid (BioDeep_00000002023)

 

Secondary id: BioDeep_00000408890

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt, monohydrate

化学式: C14H11Cl2NO2 (295.0167)
中文名称: 甲氯芬那酸
谱图信息: 最多检出来源 Homo sapiens(blood) 53.33%

分子结构信息

SMILES: CC1=C(C(=C(C=C1)Cl)NC2=CC=CC=C2C(=O)O)Cl
InChI: InChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)

描述信息

Meclofenamic acid is only found in individuals that have used or taken this drug. It is a non-steroidal anti-inflammatory agent with antipyretic and antigranulation activities. It also inhibits prostaglandin biosynthesis. [PubChem]The mode of action, like that of other nonsteroidal anti-inflammatory agents, is not known. Therapeutic action does not result from pituitary-adrenal stimulation. In animal studies, meclofenamic acid was found to inhibit prostaglandin synthesis and to compete for binding at the prostaglandin receptor site. In vitro meclofenamic acid was found to be an inhibitor of human leukocyte 5-lipoxygenase activity. These properties may be responsible for the anti-inflammatory action of meclofenamic acid. There is no evidence that meclofenamic acid alters the course of the underlying disease.
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 > M01AG - Fenamates
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
C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3690
D000893 - Anti-Inflammatory Agents
D004791 - Enzyme Inhibitors

同义名列表

28 个代谢物同义名

Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt, monohydrate; 2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid; N-(3-Methyl-2,6-dichlorophenyl)anthranilic acid; N-(2,6-Dichloro-3-methylphenyl)anthranilic acid; N-(2,6-Dichloro-3-methylphenyl)anthranilate; N-(3-Methyl-2,6-dichlorophenyl)anthranilate; Parke davis brand OF sodium meclofenamate; N-(2,6-Dichloro-m-tolyl)anthranilic acid; N-(2,6-Dichloro-m-tolyl)anthranilate; Meclofenamate sodium monohydrate; Anhydrous, meclofenamate sodium; Meclofenamate sodium anhydrous; Meclofenamate, sodium; Sodium, meclofenamate; Acidum meclofenamicum; Acide meclofenamique; Sodium meclofenamate; Meclofenamate sodium; Meclomen (free acid); Acido meclofenamico; Acid, meclofenamic; Meclophenamic acid; meclofenamic acid; Meclofenamate; Meclomen; INF 4668; CI-583; Meclofenamate



数据库引用编号

32 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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ACE, ALB, ALOX5, EDN1, FTO, PLA2G12A, PTGS1, PTGS2
Peripheral membrane protein 4 ALOX5, AP1S2, PTGS1, PTGS2
Endoplasmic reticulum membrane 2 PTGS1, PTGS2
Nucleus 2 ALB, FTO
cytosol 5 ALB, ALOX5, AP1S2, AVP, FTO
dendrite 1 AVP
centrosome 1 ALB
nucleoplasm 2 ALOX5, FTO
Cell membrane 2 ACE, ADRB3
Cytoplasmic side 1 AP1S2
Multi-pass membrane protein 3 ADRB3, CACNA1I, KCNA3
Synapse 2 CRH, TAC1
glutamatergic synapse 1 KCNA3
Golgi apparatus 3 ALB, AP1S2, PTGS1
Golgi membrane 2 AP1S2, INS
lysosomal membrane 1 AP1S2
neuronal cell body 1 TAC1
presynaptic membrane 1 KCNA3
Cytoplasm, cytosol 1 ALOX5
Lysosome 1 ACE
endosome 1 ACE
plasma membrane 8 ACE, ADRB3, CACNA1I, F2, FTO, KCNA3, KNG1, REN
Membrane 4 ACE, CACNA1I, KCNA3, REN
axon 2 KCNA3, TAC1
caveola 1 PTGS2
extracellular exosome 5 ACE, ALB, F2, KNG1, PTGS1
endoplasmic reticulum 2 ALB, PTGS2
extracellular space 11 ACE, ALB, ALOX5, AVP, CRH, EDN1, F2, INS, KNG1, REN, TAC1
perinuclear region of cytoplasm 2 ALOX5, KCNA3
protein-containing complex 2 ALB, PTGS2
intracellular membrane-bounded organelle 3 AP1S2, FTO, PTGS1
Microsome membrane 2 PTGS1, PTGS2
Single-pass type I membrane protein 1 ACE
Secreted 9 ACE, ALB, AVP, CRH, EDN1, F2, INS, PLA2G12A, REN
extracellular region 12 ACE, ALB, ALOX5, AVP, CRH, EDN1, F2, INS, KNG1, PLA2G12A, REN, TAC1
basal part of cell 1 EDN1
anchoring junction 1 ALB
photoreceptor outer segment 1 PTGS1
Nucleus membrane 1 ALOX5
nuclear membrane 1 ALOX5
external side of plasma membrane 1 ACE
varicosity 1 CRH
neuronal dense core vesicle lumen 1 CRH
perikaryon 1 CRH
nucleolus 1 PNMA2
Early endosome 1 AP1S2
Membrane, clathrin-coated pit 1 AP1S2
apical part of cell 1 REN
clathrin-coated pit 1 AP1S2
postsynaptic membrane 1 KCNA3
Cytoplasm, perinuclear region 1 ALOX5
Membrane raft 1 KCNA3
collagen-containing extracellular matrix 2 F2, KNG1
secretory granule 1 AVP
nuclear speck 1 FTO
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 ADRB3
neuron projection 2 PTGS1, PTGS2
ciliary basal body 1 ALB
centriole 1 ALB
Secreted, extracellular space 1 KNG1
brush border membrane 1 ACE
Nucleus, nucleolus 1 PNMA2
spindle pole 1 ALB
blood microparticle 3 ALB, F2, KNG1
sperm midpiece 1 ACE
[Isoform 2]: Cell membrane 1 KCNA3
nuclear envelope 1 ALOX5
Nucleus envelope 1 ALOX5
Endomembrane system 2 AP1S2, PTGS1
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 AP1S2
Nucleus speckle 1 FTO
basal plasma membrane 1 ACE
voltage-gated potassium channel complex 1 KCNA3
trans-Golgi network membrane 1 AP1S2
ficolin-1-rich granule lumen 1 ALOX5
secretory granule lumen 2 ALOX5, INS
Golgi lumen 2 F2, INS
endoplasmic reticulum lumen 5 ALB, F2, INS, KNG1, PTGS2
nuclear matrix 1 ALOX5
platelet alpha granule lumen 2 ALB, KNG1
voltage-gated calcium channel complex 1 CACNA1I
transport vesicle 2 EDN1, INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
neuronal dense core vesicle 1 AVP
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
calyx of Held 1 KCNA3
clathrin-coated endocytic vesicle membrane 1 AVP
[Isoform 1]: Cell membrane 1 KCNA3
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
AP-1 adaptor complex 1 AP1S2
rough endoplasmic reticulum lumen 1 EDN1
Weibel-Palade body 1 EDN1
Nucleus intermembrane space 1 ALOX5
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
[Isoform 3]: Cytoplasm, perinuclear region 1 KCNA3
ciliary transition fiber 1 ALB


文献列表

  • Amalia Barmpa, George D Geromichalos, Antonios G Hatzidimitriou, George Psomas. Nickel(II)-meclofenamate complexes: Structure, in vitro and in silico DNA- and albumin-binding studies, antioxidant and anticholinergic activity. Journal of inorganic biochemistry. 2021 09; 222(?):111507. doi: 10.1016/j.jinorgbio.2021.111507. [PMID: 34139455]
  • Amalia Barmpa, Antonios G Hatzidimitriou, George Psomas. Copper(II) complexes with meclofenamate ligands: Structure, interaction with DNA and albumins, antioxidant and anticholinergic activity. Journal of inorganic biochemistry. 2021 04; 217(?):111357. doi: 10.1016/j.jinorgbio.2021.111357. [PMID: 33556771]
  • Emmanuelle Soleilhac, Marjorie Comte, Anaelle da Costa, Caroline Barette, Christèle Picoli, Magda Mortier, Laurence Aubry, Franck Mouthon, Marie-Odile Fauvarque, Mathieu Charvériat. Quantitative Automated Assays in Living Cells to Screen for Inhibitors of Hemichannel Function. SLAS discovery : advancing life sciences R & D. 2021 03; 26(3):420-427. doi: 10.1177/2472555220954388. [PMID: 32914684]
  • Peihui Zhou, Ming Wu, Chaoyang Ye, Qingqing Xu, Li Wang. Meclofenamic acid promotes cisplatin-induced acute kidney injury by inhibiting fat mass and obesity-associated protein-mediated m6A abrogation in RNA. The Journal of biological chemistry. 2019 11; 294(45):16908-16917. doi: 10.1074/jbc.ra119.011009. [PMID: 31578283]
  • Hongyan Dong, Michael G Wade. Application of a nonradioactive assay for high throughput screening for inhibition of thyroid hormone uptake via the transmembrane transporter MCT8. Toxicology in vitro : an international journal published in association with BIBRA. 2017 Apr; 40(?):234-242. doi: 10.1016/j.tiv.2017.01.014. [PMID: 28119167]
  • Hussin A Rothan, Hirbod Bahrani, Ammar Y Abdulrahman, Zulqarnain Mohamed, Teow Chong Teoh, Shatrah Othman, Nurshamimi Nor Rashid, Noorsaadah A Rahman, Rohana Yusof. Mefenamic acid in combination with ribavirin shows significant effects in reducing chikungunya virus infection in vitro and in vivo. Antiviral research. 2016 Mar; 127(?):50-6. doi: 10.1016/j.antiviral.2016.01.006. [PMID: 26794398]
  • Irina Iakovleva, Kristoffer Brännström, Lina Nilsson, Anna L Gharibyan, Afshan Begum, Intissar Anan, Malin Walfridsson, A Elisabeth Sauer-Eriksson, Anders Olofsson. Enthalpic Forces Correlate with the Selectivity of Transthyretin-Stabilizing Ligands in Human Plasma. Journal of medicinal chemistry. 2015 Aug; 58(16):6507-15. doi: 10.1021/acs.jmedchem.5b00544. [PMID: 26214366]
  • Yuji Narukawa, Akiko Niimura, Hitomi Noguchi, Hiroomi Tamura, Fumiyuki Kiuchi. New diterpenoids with estrogen sulfotransferase inhibitory activity from Leonurus sibiricus L. Journal of natural medicines. 2014 Jan; 68(1):125-31. doi: 10.1007/s11418-013-0781-0. [PMID: 23736977]
  • Chika Saigo, Yui Nomura, Yuko Yamamoto, Masataka Sagata, Rika Matsunaga, Hirofumi Jono, Kazuhiko Nishi, Hideyuki Saito. Meclofenamate elicits a nephropreventing effect in a rat model of ischemic acute kidney injury by suppressing indoxyl sulfate production and restoring renal organic anion transporters. Drug design, development and therapy. 2014; 8(?):1073-82. doi: 10.2147/dddt.s67456. [PMID: 25143712]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Sandeep Rahar, Gaurav Swami, Navneet Nagpal, Manisha A Nagpal, Gagan Shah Singh. Preparation, characterization, and biological properties of β-glucans. Journal of advanced pharmaceutical technology & research. 2011 Apr; 2(2):94-103. doi: 10.4103/2231-4040.82953. [PMID: 22171300]
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  • Sarah Thomas, Amanda Sutton, Uttam Garg. Quantitation of indomethacin in serum and plasma using gas chromatography-mass spectrometry (GC-MS). Methods in molecular biology (Clifton, N.J.). 2010; 603(?):297-305. doi: 10.1007/978-1-60761-459-3_28. [PMID: 20077081]
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  • Allison L Opay, Cynthia R Mouton, John J Mullins, Kenneth D Mitchell. Cyclooxygenase-2 inhibition normalizes arterial blood pressure in CYP1A1-REN2 transgenic rats with inducible ANG II-dependent malignant hypertension. American journal of physiology. Renal physiology. 2006 Sep; 291(3):F612-8. doi: 10.1152/ajprenal.00032.2006. [PMID: 16622181]
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  • Jason M Hoover, Alan D Kaye, Ikhlass N Ibrahim, Aaron M Fields, Todd A Richards. Analysis of responses to kava kava in the feline pulmonary vascular bed. Journal of medicinal food. 2006; 9(1):62-71. doi: 10.1089/jmf.2006.9.62. [PMID: 16579730]
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  • M B Kadiiska, B C Gladen, D D Baird, L B Graham, C E Parker, B N Ames, S Basu, G A Fitzgerald, J A Lawson, L J Marnett, J D Morrow, D M Murray, J Plastaras, L J Roberts, J Rokach, M K Shigenaga, J Sun, P B Walter, K B Tomer, J C Barrett, R P Mason. Biomarkers of oxidative stress study III. Effects of the nonsteroidal anti-inflammatory agents indomethacin and meclofenamic acid on measurements of oxidative products of lipids in CCl4 poisoning. Free radical biology & medicine. 2005 Mar; 38(6):711-8. doi: 10.1016/j.freeradbiomed.2004.10.024. [PMID: 15721981]
  • Julian A Skidmore, M Billah. Embryo transfer in the dromedary camel (Camelus dromedarius) using asynchronous, meclofenamic acid-treated recipients. Reproduction, fertility, and development. 2005; 17(4):417-21. doi: 10.1071/rd04081. [PMID: 15899153]
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  • Jason M Hoover, Alan D Kaye, Ikhlass N Ibrahim, Aaron M Fields, Todd A Richards. Analysis of responses to St. John's Wort in the feline pulmonary vascular bed. Journal of herbal pharmacotherapy. 2004; 4(3):47-62. doi: . [PMID: 15829469]
  • Aaron M Fields, Todd A Richards, Jason A Felton, Shaili K Felton, Erin Z Bayer, Ikhlass N Ibrahim, Alan David Kaye. Analysis of responses to valerian root extract in the feline pulmonary vascular bed. Journal of alternative and complementary medicine (New York, N.Y.). 2003 Dec; 9(6):909-18. doi: 10.1089/107555303771952253. [PMID: 14736362]
  • Carlos Gomez-Alamillo, Luis A Juncos, Aleix Cases, John A Haas, J Carlos Romero. Interactions between vasoconstrictors and vasodilators in regulating hemodynamics of distinct vascular beds. Hypertension (Dallas, Tex. : 1979). 2003 Oct; 42(4):831-6. doi: 10.1161/01.hyp.0000088854.04562.da. [PMID: 12925563]
  • Francisca Rodriguez, Rowena Kemp, Michael Balazy, Alberto Nasjletti. Effects of exogenous heme on renal function: role of heme oxygenase and cyclooxygenase. Hypertension (Dallas, Tex. : 1979). 2003 Oct; 42(4):680-4. doi: 10.1161/01.hyp.0000085785.40581.1a. [PMID: 12900432]
  • Jason L Eriksen, Sarah A Sagi, Tawnya E Smith, Sascha Weggen, Pritam Das, D C McLendon, Victor V Ozols, Kevin W Jessing, Kenton H Zavitz, Edward H Koo, Todd E Golde. NSAIDs and enantiomers of flurbiprofen target gamma-secretase and lower Abeta 42 in vivo. The Journal of clinical investigation. 2003 Aug; 112(3):440-9. doi: 10.1172/jci18162. [PMID: 12897211]
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  • Wolfgang Schober, Rainer Kehlbach, Regina Gebert, Jakub Wiskirchen, Enno Rodegerdts, Claus D Claussen, Stephan H Duda. Meclofenamic acid for inhibition of human vascular smooth muscle cell proliferation and migration: an in vitro study. Cardiovascular and interventional radiology. 2002 Jan; 25(1):57-63. doi: 10.1007/s00270-001-0077-8. [PMID: 11907776]
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