fenbufen (BioDeep_00000271128)
代谢物信息卡片
fenbufen
化学式: C16H14O3 (254.0943)
中文名称: 芬布芬
谱图信息:
最多检出来源 Viridiplantae(plant) 96.48%
分子结构信息
SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)CCC(=O)O
InChI: InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19)
描述信息
M - Musculo-skeletal system > M01 - Antiinflammatory and antirheumatic products > M01A - Antiinflammatory and antirheumatic products, non-steroids > M01AE - Propionic acid derivatives
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
D004791 - Enzyme Inhibitors
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:31599
- KEGGdrug: D01344
- PubChem: 3335
- Metlin: METLIN2677
- DrugBank: DB08981
- ChEMBL: CHEMBL277522
- CAS: 36330-85-5
- PMhub: MS000001566
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)
0 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 |
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文献列表
- Muhammad Furqan Akhtar, Mehr-Un- Nisa, Ammara Saleem, Irfan Hamid, Khalaf F Alsharif, Mohamed M Abdel-Daim, Md Habibur Rahman, Muddaser Shah, Kashif Sohail, Zeeshan Javaid. Contemporary uses of old folks: the immunomodulatory and toxic potential of fenbufen.
Cellular and molecular biology (Noisy-le-Grand, France).
2022 Feb; 67(5):27-37. doi:
10.14715/cmb/2021.67.5.4. [PMID: 35818275] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Michael R Duff, Scott A Gabel, Lars C Pedersen, Eugene F DeRose, Juno M Krahn, Elizabeth E Howell, Robert E London. The Structural Basis for Nonsteroidal Anti-Inflammatory Drug Inhibition of Human Dihydrofolate Reductase.
Journal of medicinal chemistry.
2020 08; 63(15):8314-8324. doi:
10.1021/acs.jmedchem.0c00546. [PMID: 32658475] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Ilija N Cvijetić, Tatjana Ž Verbić, Pedro Ernesto de Resende, Paul Stapleton, Simon Gibbons, Ivan O Juranić, Branko J Drakulić, Mire Zloh. Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains.
European journal of medicinal chemistry.
2018 Jan; 143(?):1474-1488. doi:
10.1016/j.ejmech.2017.10.045. [PMID: 29133041] - Vincenzo Ferrone, Maura Carlucci, Paola Palumbo, Giuseppe Carlucci. Bioanalytical method development for quantification of ulifloxacin, fenbufen and felbinac in rat plasma by solid-phase extraction (SPE) and HPLC with PDA detection.
Journal of pharmaceutical and biomedical analysis.
2016 May; 123(?):205-12. doi:
10.1016/j.jpba.2016.01.062. [PMID: 26898973] - Ying-Cheng Huang, Yu-Chia Chang, Chun-Nan Yeh, Chung-Shan Yu. Synthesis and Biological Evaluation of an (18)Fluorine-Labeled COX Inhibitor--[(18)F]Fluorooctyl Fenbufen Amide--For Imaging of Brain Tumors.
Molecules (Basel, Switzerland).
2016 Mar; 21(3):387. doi:
10.3390/molecules21030387. [PMID: 27007363] - Dan-Ya Lyu, Cheng-Xiong Yang, Xiu-Ping Yan. Fabrication of aluminum terephthalate metal-organic framework incorporated polymer monolith for the microextraction of non-steroidal anti-inflammatory drugs in water and urine samples.
Journal of chromatography. A.
2015 May; 1393(?):1-7. doi:
10.1016/j.chroma.2015.03.020. [PMID: 25840660] - Suneela Dhaneshwar, Manisha Kusurkar, Subhash Bodhankar, Gopal Bihani. Carrier-linked mutual prodrugs of biphenylacetic acid as a promising alternative to bioprecursor fenbufen: design, kinetics, and pharmacological studies.
Inflammopharmacology.
2014 Aug; 22(4):235-50. doi:
10.1007/s10787-013-0194-4. [PMID: 24178955] - David Buttar, Nicola Colclough, Stefan Gerhardt, Philip A MacFaul, Scott D Phillips, Alleyn Plowright, Paul Whittamore, Kin Tam, Klaus Maskos, Stefan Steinbacher, Holger Steuber. A combined spectroscopic and crystallographic approach to probing drug-human serum albumin interactions.
Bioorganic & medicinal chemistry.
2010 Nov; 18(21):7486-96. doi:
10.1016/j.bmc.2010.08.052. [PMID: 20869876] - Asif Husain, Ausaf Ahmad, M M Alam, Mohd Ajmal, Priyanka Ahuja. Fenbufen based 3-[5-(substituted aryl)-1,3,4-oxadiazol-2-yl]-1-(biphenyl-4-yl)propan-1-ones as safer antiinflammatory and analgesic agents.
European journal of medicinal chemistry.
2009 Sep; 44(9):3798-804. doi:
10.1016/j.ejmech.2009.04.009. [PMID: 19457595] - Marta Cruz-Vera, Rafael Lucena, Soledad Cárdenas, Miguel Valcárcel. Ionic liquid-based dynamic liquid-phase microextraction: application to the determination of anti-inflammatory drugs in urine samples.
Journal of chromatography. A.
2008 Aug; 1202(1):1-7. doi:
10.1016/j.chroma.2008.06.035. [PMID: 18632109] - Yi Fan, Yu-Qi Feng, Shi-Lu Da, Zhong-Hua Wang. In-tube solid phase microextraction using a beta-cyclodextrin coated capillary coupled to high performance liquid chromatography for determination of non-steroidal anti-inflammatory drugs in urine samples.
Talanta.
2005 Jan; 65(1):111-7. doi:
10.1016/j.talanta.2004.05.040. [PMID: 18969772] - H T Sørensen, S Friis, B Nørgård, L Mellemkjaer, W J Blot, J K McLaughlin, A Ekbom, J A Baron. Risk of cancer in a large cohort of nonaspirin NSAID users: a population-based study.
British journal of cancer.
2003 Jun; 88(11):1687-92. doi:
10.1038/sj.bjc.6600945. [PMID: 12771981] - H H Maurer, F X Tauvel, T Kraemer. Screening procedure for detection of non-steroidal anti-inflammatory drugs and their metabolites in urine as part of a systematic toxicological analysis procedure for acidic drugs and poisons by gas chromatography-mass spectrometry after extractive methylation.
Journal of analytical toxicology.
2001 May; 25(4):237-44. doi:
10.1093/jat/25.4.237. [PMID: 11386636] - C Mardones, A Ríos, M Valcárcel. Determination of nonsteroidal anti-inflammatory drugs in biological fluids by automatic on-line integration of solid-phase extraction and capillary electrophoresis.
Electrophoresis.
2001 Feb; 22(3):484-90. doi:
10.1002/1522-2683(200102)22:3<484::aid-elps484>3.0.co;2-x. [PMID: 11258759] - G Carlucci, P Mazzeo, G Palumbo. Simultaneous determination of rufloxacin, fenbufen and felbinac in human plasma using high-performance liquid chromatography.
Journal of chromatography. B, Biomedical applications.
1996 Jul; 682(2):315-9. doi:
10.1016/0378-4347(96)00073-4. [PMID: 8844425] - M Siluveru, J T Stewart. Determination of fenbufen and its metabolites in serum by reversed-phase high-performance liquid chromatography using solid-phase extraction and on-line post-column ultraviolet irradiation and fluorescence detection.
Journal of chromatography. B, Biomedical applications.
1996 Jun; 682(1):89-94. doi:
10.1016/0378-4347(96)00058-8. [PMID: 8832429] - P F Dodds, S C Chou, A Ranasinghe, R A Coleman. Metabolism of fenbufen by cultured 3T3-L1 adipocytes: synthesis and metabolism of xenobiotic glycerolipids.
Journal of lipid research.
1995 Dec; 36(12):2493-503. doi:
10.1016/s0022-2275(20)41086-7. [PMID: 8847476] - G De Sarro, S Renne, F Nava, A De Sarro. Fenbufen pretreatment potentiates the anticonvulsant activity of CPPene and NBQX in DBA/2 mice.
The Journal of pharmacy and pharmacology.
1994 Dec; 46(12):1017-22. doi:
10.1111/j.2042-7158.1994.tb03259.x. [PMID: 7714713] - F Kamali. Lack of a pharmacokinetic interaction between ciprofloxacin and fenbufen.
Journal of clinical pharmacy and therapeutics.
1994 Aug; 19(4):257-9. doi:
10.1111/j.1365-2710.1994.tb00683.x. [PMID: 7989405] - K Naora, Y Katagiri, K Iwamoto, K Tanaka, T Yamaguchi, Y Sekine. Effect of fenbufen on the pharmacokinetics of sparfloxacin in rats.
The Journal of antimicrobial chemotherapy.
1992 Nov; 30(5):673-83. doi:
10.1093/jac/30.5.673. [PMID: 1337351] - N Ichikawa, K Naora, M Hayashibara, Y Katagiri, K Iwamoto. Effect of fenbufen on the entry of new quinolones, norfloxacin and ofloxacin, into the central nervous system in rats.
The Journal of pharmacy and pharmacology.
1992 Nov; 44(11):915-20. doi:
10.1111/j.2042-7158.1992.tb03236.x. [PMID: 1361537] - K Naora, Y Katagiri, N Ichikawa, M Hayashibara, K Iwamoto. Enhanced entry of ciprofloxacin into the rat central nervous system induced by fenbufen.
The Journal of pharmacology and experimental therapeutics.
1991 Sep; 258(3):1033-7. doi:
NULL. [PMID: 1890610] - R M Palmer, M I Delday, D N McMillan, B S Noble, P Bain, C A Maltin. Effects of the cyclo-oxygenase inhibitor, fenbufen, on clenbuterol-induced hypertrophy of cardiac and skeletal muscle of rats.
British journal of pharmacology.
1990 Dec; 101(4):835-8. doi:
10.1111/j.1476-5381.1990.tb14166.x. [PMID: 1707704] - K Naora, Y Katagiri, N Ichikawa, M Hayashibara, K Iwamoto. A possible reduction in the renal clearance of ciprofloxacin by fenbufen in rats.
The Journal of pharmacy and pharmacology.
1990 Oct; 42(10):704-7. doi:
10.1111/j.2042-7158.1990.tb06563.x. [PMID: 1982142] - K Naora, Y Katagiri, N Ichikawa, M Hayashibara, K Iwamoto. Simultaneous high-performance liquid chromatographic determination of ciprofloxacin, fenbufen and felbinac in rat plasma.
Journal of chromatography.
1990 Aug; 530(1):186-91. doi:
10.1016/s0378-4347(00)82320-8. [PMID: 2277110] - K Naora, Y Katagiri, N Ichikawa, M Hayashibara, K Iwamoto. A minor possibility of pharmacokinetic interaction between enoxacin and fenbufen in rats.
Journal of pharmacobio-dynamics.
1990 Feb; 13(2):90-6. doi:
10.1248/bpb1978.13.90. [PMID: 2384853] - W Bolten, G Salzmann, R Goldmann, K Miehlke. [Plasma and tissue concentrations of biphenylacetic acid following 1 week oral fenbufen medication and topical administration of Felbinac gel on the knee joint].
Zeitschrift fur Rheumatologie.
1989 Nov; 48(6):317-22. doi:
NULL. [PMID: 2696292] - Y Katagiri, K Naora, N Ichikawa, M Hayashibara, K Iwamoto. High-performance liquid chromatographic procedure for the simultaneous determination of norfloxacin, fenbufen and felbinac in rat plasma.
Chemical & pharmaceutical bulletin.
1989 Oct; 37(10):2858-60. doi:
10.1248/cpb.37.2858. [PMID: 2611947] - Y Katagiri, K Naora, N Ichikawa, M Hayashibara, K Iwamoto. Absence of pharmacokinetic interaction between ofloxacin and fenbufen in rats.
The Journal of pharmacy and pharmacology.
1989 Oct; 41(10):717-9. doi:
10.1111/j.2042-7158.1989.tb06349.x. [PMID: 2575153] - M M Jepson, D J Millward. Effect of the cyclo-oxygenase inhibitor fenbufen on muscle and liver protein metabolism, muscle glutamine and plasma insulin in endotoxaemic rats.
Clinical science (London, England : 1979).
1989 Jul; 77(1):13-20. doi:
10.1042/cs0770013. [PMID: 2503290] - Y Katagiri, K Naora, N Ichikawa, M Hayashibara, K Iwamoto. Simultaneous determination of ofloxacin, fenbufen and felbinac in rat plasma by high-performance liquid chromatography.
Journal of chromatography.
1988 Sep; 431(1):135-42. doi:
10.1016/s0378-4347(00)83076-5. [PMID: 3235524] - H Morita, K Maemura, Y Sakai, Y Kaneda. [A case of convulsion, loss of consciousness and subsequent acute renal failure caused by enoxacin and fenbufen].
Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine.
1988 May; 77(5):744-5. doi:
10.2169/naika.77.744. [PMID: 3216153] - R Michalevicz, S Baron, I Blum. Fenbufen induced pure red cell aplasia in rheumatoid arthritis.
The Journal of rheumatology.
1987 Dec; 14(6):1174-6. doi:
NULL. [PMID: 3125317] - D N McMillan, P J Reeds, G E Lobley, R M Palmer. Changes in protein turnover in hypertrophying plantaris muscles of rats: effect of fenbufen--an inhibitor of prostaglandin synthesis.
Prostaglandins.
1987 Dec; 34(6):841-52. doi:
10.1016/0090-6980(87)90065-7. [PMID: 2453073] - M Levy, E Rondeau, G Leleu-Nahmias, B Mougenot, J D Sraer. Severe nephrotic syndrome with acute renal failure after fenbufen.
Clinical nephrology.
1987 Aug; 28(2):103. doi:
NULL. [PMID: 3652538] - K Chiba, S Nishimura, S Kikuchi, N Higuchi, S Miyazaki, M Takada. Study of the interactions between sulfamethizole and three anti-inflammatory propionic acid derivatives at the renal level in rats.
Chemical & pharmaceutical bulletin.
1985 Nov; 33(11):5100-4. doi:
10.1248/cpb.33.5100. [PMID: 3830435] - R J Crossley. Side effect and safety data for fenbufen.
The American journal of medicine.
1983 Oct; 75(4B):84-90. doi:
10.1016/0002-9343(83)90334-0. [PMID: 6227235] - J S Fleitman, S G Schulman, J H Perrin. High-performance liquid chromatography assay for fenbufen and two serum metabolites.
Journal of chromatography.
1982 Mar; 228(?):372-6. doi:
10.1016/s0378-4347(00)80457-0. [PMID: 7076764] - A M Braverman. Single-dose pharmacokinetic study of 900 mg fenbufen in the elderly.
European journal of rheumatology and inflammation.
1982; 5(3):304-7. doi:
NULL. [PMID: 7084292] - R Armstrong, I Bradbrook, T J Gibson, P Morrison, H J Rogers, R G Spector. A study of repeated administration of fenbufen in patients with chronic rheumatic disorders and renal impairment.
European journal of rheumatology and inflammation.
1982; 5(3):294-300. doi:
NULL. [PMID: 7084290] - R Spector, R Armstrong, I Bradbrook, T Gibson, P Morrison, H Rogers. Study of repeated administration of fenbufen in patients with chronic rheumatic disorders and renal impairment.
Pharmacology.
1982; 25 Suppl 1(?):46-50. doi:
10.1159/000137777. [PMID: 7111382] - H J Rogers, J P Savitsky, B Glenn, R G Spector. Kinetics of single doses of fenbufen in patients with renal insufficiency.
Clinical pharmacology and therapeutics.
1981 Jan; 29(1):74-80. doi:
10.1038/clpt.1981.13. [PMID: 7460478] - F S Chiccarelli, H J Eisner, G E Van Lear. Metabolic and pharmacokinetic studies with fenbufen in man.
Arzneimittel-Forschung.
1980; 30(4A):728-35. doi:
NULL. [PMID: 7192124] - H F Bolte, A V Koralek, C E Traitor. Toxicology studies of fenbufen.
Arzneimittel-Forschung.
1980; 30(4A):721-5. doi:
NULL. [PMID: 6159904] - F S Chiccarelli, H J Eisner, G E Van Lear. Disposition and metabolism of fenbufen in several laboratory animals.
Arzneimittel-Forschung.
1980; 30(4A):707-15. doi:
NULL. [PMID: 6776965] - G Cuisinaud, J Legheand, G Llorca, C Belkahia, E Lejeune, J Sassard. Pharmacokinetics of fenbufen in man.
European journal of clinical pharmacology.
1979 Aug; 16(1):59-61. doi:
10.1007/bf00644968. [PMID: 315314] - G E Van Lear, F S Chiccarelli, P A Bonenfant, A Barr. Quantitation of the anti-inflammatory agent fenbufen and its metabolites in human serum and urine using high-pressure liquid chromatography.
Journal of pharmaceutical sciences.
1978 Dec; 67(12):1662-4. doi:
10.1002/jps.2600671206. [PMID: 309938] - G Cuisinaud, J Legheand, C Belkahia, J Sassard. Gas chromatographic determination of 3-(4-biphenylylcarbonyl)propionic acid (fenbufen) and two metabolites in human plasma.
Journal of chromatography.
1978 Feb; 148(2):509-13. doi:
10.1016/s0021-9673(00)85314-5. [PMID: 621269] - R Buxton, D M Grennan, D G Palmer. Fenbufen compared with indomethacin in osteoarthrosis.
Current medical research and opinion.
1978; 5(9):682-7. doi:
10.1185/03007997809110207. [PMID: 367713]
