Flufenamic acid (BioDeep_00000001676)
human metabolite blood metabolite
代谢物信息卡片
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilic acid
化学式: C14H10F3NO2 (281.0664)
中文名称: 氟芬那酸
谱图信息:
最多检出来源 Homo sapiens(blood) 8%
分子结构信息
SMILES: C1=CC=C(C(=C1)C(=O)O)NC2=CC=CC(=C2)C(F)(F)F
InChI: InChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)
描述信息
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AG - Fenamates
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3021
D000893 - Anti-Inflammatory Agents
Flufenamic acid is a non-steroidal anti-inflammatory agent, inhibits cyclooxygenase (COX), activates AMPK, and also modulates ion channels, blocking chloride channels and L-type Ca2+ channels, modulating non-selective cation channels (NSC), activating K+ channels. Flufenamic acid binds to the central pocket of TEAD2 YBD and inhibits both TEAD function and TEAD-YAP-dependent processes, such as cell migration and proliferation.
同义名列表
30 个代谢物同义名
N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilic acid; N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilate; 2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoIC ACID; 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid; 3-Trifluoromethyldiphenylamine-2-carboxylic acid; 2-[[3-(TRIFLUOROMETHYL)phenyl]amino] benzoate; 3-Trifluoromethyldiphenylamine-2-carboxylate; N-(a,a,a-Trifluoro-m-tolyl)anthranilic acid; N-(Α,α,α-trifluoro-m-tolyl)anthranilic acid; N-(3-Trifluoromethylphenyl)anthranilic acid; 2-[3-(Trifluoromethyl)anilino]benzoic acid; N-(Α,α,α-trifluoro-m-tolyl)anthranilate; N-(a,a,a-Trifluoro-m-tolyl)anthranilate; N-(3-Trifluoromethylphenyl)anthranilate; 2-[3-(Trifluoromethyl)anilino]benzoate; sankyo Brand OF flufenamic acid; Acidum flufenamicum; Acide flufenamique; Acido flufenamico; Flufenaminsaeure; Fluphenamic acid; Acid, flufenamic; flufenamic acid; Fluphenamate; Flufenamate; Dignodolin; Achless; Arlef; FFA; Flufenamic acid
数据库引用编号
28 个数据库交叉引用编号
- ChEBI: CHEBI:42638
- KEGG: C13038
- PubChem: 3371
- HMDB: HMDB0252331
- Metlin: METLIN43461
- DrugBank: DB02266
- ChEMBL: CHEMBL23588
- Wikipedia: Flufenamic_acid
- MeSH: Flufenamic Acid
- CAS: 530-78-9
- MoNA: EQ302105
- MoNA: EQ302155
- MoNA: EQ302101
- MoNA: EQ302104
- MoNA: EQ302152
- MoNA: EQ302106
- MoNA: EQ302154
- MoNA: EQ302156
- MoNA: EQ302102
- MoNA: EQ302151
- MoNA: EQ302103
- MoNA: EQ302153
- PMhub: MS000000964
- PubChem: 583427
- PDB-CCD: FLF
- NIKKAJI: J2.064H
- medchemexpress: HY-B1221
- KNApSAcK: 42638
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
- Dominika Kapuścińska, Magdalena Narajczyk, Ivan Liakh, Bartosz Wielgomas, Anna Aksmann. Nabumetone and flufenamic acid pose a serious risk to aquatic plants: A study with Chlamydomonas reinhardtii as a model organism.
Chemosphere.
2024 Feb; 349(?):140853. doi:
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2021 04; 35(4):109040. doi:
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2020 12; 63(23):14228-14242. doi:
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Journal of oleo science.
2020 Oct; 69(10):1257-1271. doi:
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10.1124/jpet.108.146365. [PMID: 19023039] - Peng Tu, Christiane Kunert-Keil, Silke Lucke, Heinrich Brinkmeier, Alexandre Bouron. Diacylglycerol analogues activate second messenger-operated calcium channels exhibiting TRPC-like properties in cortical neurons.
Journal of neurochemistry.
2009 Jan; 108(1):126-38. doi:
10.1111/j.1471-4159.2008.05752.x. [PMID: 19094061] - Parandis Daneshgar, Parviz Norouzi, Mohammad Reza Ganjali, Rasoul Dinarvand, Ali Akbar Moosavi-Movahedi. Determination of diclofenac on a dysprosium nanowire- modified carbon paste electrode accomplished in a flow injection system by advanced filtering.
Sensors (Basel, Switzerland).
2009; 9(10):7903-18. doi:
10.3390/s91007903. [PMID: 22408485] - Anne Rousseau, Matteo Pedrini, Patrice Chiap, Robert Ivanyi, Jacques Crommen, Marianne Fillet, Anne-Catherine Servais. Determination of flurbiprofen enantiomers in plasma using a single-isomer amino cyclodextrin derivative in nonaqueous capillary electrophoresis.
Electrophoresis.
2008 Sep; 29(17):3641-8. doi:
10.1002/elps.200700919. [PMID: 18803178] - Wonku Kang, Eun-Young Kim. Simultaneous determination of aceclofenac and its three metabolites in plasma using liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2008 Feb; 46(3):587-91. doi:
10.1016/j.jpba.2007.11.009. [PMID: 18096348] - Steffi Hansen, Andreas Henning, Arne Naegel, Michael Heisig, Gabriel Wittum, Dirk Neumann, Karl-Heinz Kostka, Jarmila Zbytovska, Claus-Michael Lehr, Ulrich F Schaefer. In-silico model of skin penetration based on experimentally determined input parameters. Part I: experimental determination of partition and diffusion coefficients.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2008 Feb; 68(2):352-67. doi:
10.1016/j.ejpb.2007.05.012. [PMID: 17587558] - Susan K Fellner, William J Arendshorst. Angiotensin II-stimulated Ca2+ entry mechanisms in afferent arterioles: role of transient receptor potential canonical channels and reverse Na+/Ca2+ exchange.
American journal of physiology. Renal physiology.
2008 Jan; 294(1):F212-9. doi:
10.1152/ajprenal.00244.2007. [PMID: 17977908] - Peter L Gor'kov, Raiker Witter, Eduard Y Chekmenev, Farhod Nozirov, Riqiang Fu, William W Brey. Low-E probe for (19)F-(1)H NMR of dilute biological solids.
Journal of magnetic resonance (San Diego, Calif. : 1997).
2007 Dec; 189(2):182-9. doi:
10.1016/j.jmr.2007.09.008. [PMID: 17920316] - Ana M Pajor, Kathleen M Randolph. Inhibition of the Na+/dicarboxylate cotransporter by anthranilic acid derivatives.
Molecular pharmacology.
2007 Nov; 72(5):1330-6. doi:
10.1124/mol.107.035352. [PMID: 17715401] - Mustafa Naziroğlu. New molecular mechanisms on the activation of TRPM2 channels by oxidative stress and ADP-ribose.
Neurochemical research.
2007 Nov; 32(11):1990-2001. doi:
10.1007/s11064-007-9386-x. [PMID: 17562166] - J Joe Hull, Ryosuke Kajigaya, Kiyohiro Imai, Shogo Matsumoto. Sex pheromone production in the silkworm, Bombyx mori, is mediated by store-operated Ca2+ channels.
Bioscience, biotechnology, and biochemistry.
2007 Aug; 71(8):1993-2001. doi:
10.1271/bbb.70175. [PMID: 17690463] - Erin A Crowder, Margaret S Saha, Ryland W Pace, Honglu Zhang, Glenn D Prestwich, Christopher A Del Negro. Phosphatidylinositol 4,5-bisphosphate regulates inspiratory burst activity in the neonatal mouse preBötzinger complex.
The Journal of physiology.
2007 Aug; 582(Pt 3):1047-58. doi:
10.1113/jphysiol.2007.134577. [PMID: 17599963] - Dimitrios G Fatouros, Ditte M Karpf, Flemming S Nielsen, Anette Mullertz. Clinical studies with oral lipid based formulations of poorly soluble compounds.
Therapeutics and clinical risk management.
2007 Aug; 3(4):591-604. doi:
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Cell biochemistry and function.
2007 Jul; 25(4):383-7. doi:
10.1002/cbf.1310. [PMID: 16933200] - Melissa A Fowler, Kyriaki Sidiropoulou, Emin D Ozkan, Christopher W Phillips, Donald C Cooper. Corticolimbic expression of TRPC4 and TRPC5 channels in the rodent brain.
PloS one.
2007 Jun; 2(6):e573. doi:
10.1371/journal.pone.0000573. [PMID: 17593972] - Gregory S Walker, James Atherton, Jonathan Bauman, Christopher Kohl, Wing Lam, Michael Reily, Zhen Lou, Abdul Mutlib. Determination of degradation pathways and kinetics of acyl glucuronides by NMR spectroscopy.
Chemical research in toxicology.
2007 Jun; 20(6):876-86. doi:
10.1021/tx600297u. [PMID: 17536843] - Paraskevi Gaganis, John O Miners, Kathleen M Knights. Glucuronidation of fenamates: kinetic studies using human kidney cortical microsomes and recombinant UDP-glucuronosyltransferase (UGT) 1A9 and 2B7.
Biochemical pharmacology.
2007 May; 73(10):1683-91. doi:
10.1016/j.bcp.2007.01.030. [PMID: 17343829] - C M Peppiatt-Wildman, A P Albert, S N Saleh, W A Large. Endothelin-1 activates a Ca2+-permeable cation channel with TRPC3 and TRPC7 properties in rabbit coronary artery myocytes.
The Journal of physiology.
2007 May; 580(Pt.3):755-64. doi:
10.1113/jphysiol.2006.126656. [PMID: 17303636] - Toshihide Sato, Kazushisa Nishishita, Yukio Okada, Kazuo Toda. Analysis of slow depolarizing potential in frog taste cell induced by parasympathetic efferent stimulation under hypoxia.
Chemical senses.
2007 May; 32(4):329-36. doi:
10.1093/chemse/bjm003. [PMID: 17301060] - Alessandra Picollo, Antonella Liantonio, Elena Babini, Diana Conte Camerino, Michael Pusch. Mechanism of interaction of niflumic acid with heterologously expressed kidney CLC-K chloride channels.
The Journal of membrane biology.
2007 Apr; 216(2-3):73-82. doi:
10.1007/s00232-007-9034-z. [PMID: 17659402] - Javier López-Flores, María L Fernández-De Córdova, Antonio Molina-Díaz. Multicommutated flow-through optosensors implemented with photochemically induced fluorescence: determination of flufenamic acid.
Analytical biochemistry.
2007 Feb; 361(2):280-6. doi:
10.1016/j.ab.2006.11.020. [PMID: 17188227] - Lina Ribeiro, Nuno Silva, Jim Iley, Jarkko Rautio, Tomi Järvinen, Hélder Mota-Filipe, Rui Moreira, Eduarda Mendes. Aminocarbonyloxymethyl ester prodrugs of flufenamic acid and diclofenac: suppressing the rearrangement pathway in aqueous media.
Archiv der Pharmazie.
2007 Jan; 340(1):32-40. doi:
10.1002/ardp.200600145. [PMID: 17206608] - Kana Tojo, Yoshiki Sekijima, Jeffery W Kelly, Shu-ichi Ikeda. Diflunisal stabilizes familial amyloid polyneuropathy-associated transthyretin variant tetramers in serum against dissociation required for amyloidogenesis.
Neuroscience research.
2006 Dec; 56(4):441-9. doi:
10.1016/j.neures.2006.08.014. [PMID: 17028027] - S N Saleh, A P Albert, C M Peppiatt, W A Large. Angiotensin II activates two cation conductances with distinct TRPC1 and TRPC6 channel properties in rabbit mesenteric artery myocytes.
The Journal of physiology.
2006 Dec; 577(Pt 2):479-95. doi:
10.1113/jphysiol.2006.119305. [PMID: 16973707] - Frank Netzlaff, Unlrich F Schaefer, Claus-Michael Lehr, Peter Meiers, Jessica Stahl, Manfred Kietzmann, Frank Niedorf. Comparison of bovine udder skin with human and porcine skin in percutaneous permeation experiments.
Alternatives to laboratory animals : ATLA.
2006 Oct; 34(5):499-513. doi:
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European journal of medical research.
2006 Mar; 11(3):93-6. doi:
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Applied spectroscopy.
2006 Mar; 60(3):330-8. doi:
10.1366/000370206776342643. [PMID: 16608576] - A P Albert, V Pucovsky, S A Prestwich, W A Large. TRPC3 properties of a native constitutively active Ca2+-permeable cation channel in rabbit ear artery myocytes.
The Journal of physiology.
2006 Mar; 571(Pt 2):361-9. doi:
10.1113/jphysiol.2005.102780. [PMID: 16396924] - Antonella Liantonio, Alessandra Picollo, Elena Babini, Giuseppe Carbonara, Giuseppe Fracchiolla, Fulvio Loiodice, Vincenzo Tortorella, Michael Pusch, Diana Conte Camerino. Activation and inhibition of kidney CLC-K chloride channels by fenamates.
Molecular pharmacology.
2006 Jan; 69(1):165-73. doi:
10.1124/mol.105.017384. [PMID: 16244177] - Masayuki Takahira, Mayumi Sakurai, Norimasa Sakurada, Kazuhisa Sugiyama. Fenamates and diltiazem modulate lipid-sensitive mechano-gated 2P domain K(+) channels.
Pflugers Archiv : European journal of physiology.
2005 Dec; 451(3):474-8. doi:
10.1007/s00424-005-1492-5. [PMID: 16075240] - Sachar Lambert, Johannes Oberwinkler. Characterization of a proton-activated, outwardly rectifying anion channel.
The Journal of physiology.
2005 Aug; 567(Pt 1):191-213. doi:
10.1113/jphysiol.2005.089888. [PMID: 15961423] - Alfonsina Ramundo-Orlando, Annalucia Serafino, Antonio Villalobo. Gap junction channels reconstituted in two closely apposed lipid bilayers.
Archives of biochemistry and biophysics.
2005 Apr; 436(1):128-35. doi:
10.1016/j.abb.2005.01.019. [PMID: 15752717] - M H Karakossian, S R Spencer, A Q Gomez, O R Padilla, A Sacher, D D F Loo, N Nelson, S Eskandari. Novel properties of a mouse gamma-aminobutyric acid transporter (GAT4).
The Journal of membrane biology.
2005 Jan; 203(2):65-82. doi:
10.1007/s00232-004-0732-5. [PMID: 15981712] - Toshihide Sato, Yukio Okada, Kazuo Toda. Analysis of slow hyperpolarizing potentials in frog taste cells induced by glossopharyngeal nerve stimulation.
Chemical senses.
2004 Oct; 29(8):651-7. doi:
10.1093/chemse/bjh072. [PMID: 15466810] - K Hill, S McNulty, A D Randall. Inhibition of TRPM2 channels by the antifungal agents clotrimazole and econazole.
Naunyn-Schmiedeberg's archives of pharmacology.
2004 Oct; 370(4):227-37. doi:
10.1007/s00210-004-0981-y. [PMID: 15549272] - K Hill, C D Benham, S McNulty, A D Randall. Flufenamic acid is a pH-dependent antagonist of TRPM2 channels.
Neuropharmacology.
2004 Sep; 47(3):450-60. doi:
10.1016/j.neuropharm.2004.04.014. [PMID: 15275834] - Maria Rosário Almeida, Bárbara Macedo, Isabel Cardoso, Isabel Alves, Gregorio Valencia, Gemma Arsequell, Antoni Planas, Maria João Saraiva. Selective binding to transthyretin and tetramer stabilization in serum from patients with familial amyloidotic polyneuropathy by an iodinated diflunisal derivative.
The Biochemical journal.
2004 Jul; 381(Pt 2):351-6. doi:
10.1042/bj20040011. [PMID: 15080795] - T M Pocock, R R Foster, D O Bates. Evidence of a role for TRPC channels in VEGF-mediated increased vascular permeability in vivo.
American journal of physiology. Heart and circulatory physiology.
2004 Mar; 286(3):H1015-26. doi:
10.1152/ajpheart.00826.2003. [PMID: 14551041] - Gideon M Hirschfield. Amyloidosis: a clinico-pathophysiological synopsis.
Seminars in cell & developmental biology.
2004 Feb; 15(1):39-44. doi:
10.1016/j.semcdb.2003.12.013. [PMID: 15036205] - Amy E Brix. Renal papillary necrosis.
Toxicologic pathology.
2002 Nov; 30(6):672-4. doi:
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Journal of pharmaceutical sciences.
2002 Aug; 91(8):1915-21. doi:
10.1002/jps.10183. [PMID: 12115818] - Ioannis Niopas, Athanasios C Daftsios. A validated high-performance liquid chromatographic method for the determination of glibenclamide in human plasma and its application to pharmacokinetic studies.
Journal of pharmaceutical and biomedical analysis.
2002 May; 28(3-4):653-7. doi:
10.1016/s0731-7085(02)00013-4. [PMID: 12008145] - Eduarda Mendes, Tânia Furtado, João Neres, Jim Iley, Tomi Jarvinen, Jarkko Rautio, Rui Moreira. Synthesis, stability and in vitro dermal evaluation of aminocarbonyloxymethyl esters as prodrugs of carboxylic acid agents.
Bioorganic & medicinal chemistry.
2002 Mar; 10(3):809-16. doi:
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