Difloxacin (BioDeep_00000002186)

   

human metabolite blood metabolite


代谢物信息卡片


1-(4-Fluorophenyl)-6-fluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

化学式: C21H19F2N3O3 (399.1394408)
中文名称: 双氟沙星, 二氟沙星
谱图信息: 最多检出来源 Viridiplantae(plant) 41.67%

分子结构信息

SMILES: CN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2)CC1
InChI: InChI=1S/C21H19F2N3O3/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14/h2-5,10-12H,6-9H2,1H3,(H,28,29)



数据库引用编号

28 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

  • Fan Zhang, Kun Hu, Jianzhen Huang, Zhi Tan, Jiming Ruan. Effects of two kinds of fishery drugs on the expressions of GAD and GABA-T mRNA in crucian carp (Carassius auratus gibelio). Fish physiology and biochemistry. 2020 Dec; 46(6):1965-1973. doi: 10.1007/s10695-020-00847-z. [PMID: 32671610]
  • Stacey L P Scroggs, Christy C Andrade, Ramesh Chinnasamy, Sasha R Azar, Erin E Schirtzinger, Erin I Garcia, Jeffrey B Arterburn, Kathryn A Hanley, Shannan L Rossi. Old Drugs with New Tricks: Efficacy of Fluoroquinolones to Suppress Replication of Flaviviruses. Viruses. 2020 09; 12(9):. doi: 10.3390/v12091022. [PMID: 32933138]
  • M Aboubakr, M Elbadawy. Pharmacokinetics of difloxacin in Japanese quails (Coturnix japonica) after single intravenous and oral administration. Research in veterinary science. 2019 Feb; 122(?):36-39. doi: 10.1016/j.rvsc.2018.11.012. [PMID: 30453178]
  • J M Serrano-Rodríguez, C Cárceles-García, C M Cárceles-Rodríguez, M L Gabarda, J M Serrano-Caballero, E Fernández-Varón. Susceptibility and PK/PD relationships of Staphylococcus aureus strains from ovine and caprine with clinical mastitis against five veterinary fluoroquinolones. The Veterinary record. 2017 Apr; 180(15):376. doi: 10.1136/vr.103964. [PMID: 28213532]
  • Franziska Janusch, Gesine Scherz, Siegrun A I Mohring, Gerd Hamscher. Determination of fluoroquinolones in chicken feces - a new liquid-liquid extraction method combined with LC-MS/MS. Environmental toxicology and pharmacology. 2014 Nov; 38(3):792-9. doi: 10.1016/j.etap.2014.09.011. [PMID: 25305740]
  • M Sun, J Li, C L Gai, Z Q Chang, J T Li, F Z Zhao. Pharmacokinetics of difloxacin in olive flounder Paralichthys olivaceus at two water temperatures. Journal of veterinary pharmacology and therapeutics. 2014 Apr; 37(2):186-91. doi: 10.1111/jvp.12062. [PMID: 23742101]
  • F I Abo El-Ela, A M Radi, H A El-Banna, A A M El-Gendy, M A Tohamy. Pharmacokinetics of difloxacin in healthy and E. coli-infected broiler chickens. British poultry science. 2014; 55(6):830-6. doi: 10.1080/00071668.2014.960803. [PMID: 25229385]
  • Ferdinand Mouafo Talontsi, Marc Lamshöft, Jonathan O Bauer, Andrianambinina A Razakarivony, Bakoli Andriamihaja, Carsten Strohmann, Michael Spiteller. Antibacterial and antiplasmodial constituents of Beilschmiedia cryptocaryoides. Journal of natural products. 2013 Jan; 76(1):97-102. doi: 10.1021/np300773x. [PMID: 23320609]
  • Elias Gebru Awji, Dereje Damte Tassew, Joong-Su Lee, Seung-Jin Lee, Myung-Jin Choi, Mohammad Ahsanur Reza, Man-Hee Rhee, Tae-Hwan Kim, Seung-Chun Park. Comparative mutant prevention concentration and mechanism of resistance to veterinary fluoroquinolones in Staphylococcus pseudintermedius. Veterinary dermatology. 2012 Aug; 23(4):376-80, e68. doi: 10.1111/j.1365-3164.2012.01038.x. [PMID: 22409306]
  • Ingrid Rosendahl, Jan Siemens, Reimo Kindler, Joost Groeneweg, Judith Zimmermann, Sonja Czerwinski, Marc Lamshöft, Volker Laabs, Berndt-Michael Wilke, Harry Vereecken, Wulf Amelung. Persistence of the fluoroquinolone antibiotic difloxacin in soil and lacking effects on nitrogen turnover. Journal of environmental quality. 2012 Jul; 41(4):1275-83. doi: 10.2134/jeq2011.0459. [PMID: 22751072]
  • Huan Yu, Yanfei Tao, Dongmei Chen, Yuanhu Pan, Zhenli Liu, Yulian Wang, Lingli Huang, Menghong Dai, Dapeng Peng, Xu Wang, Zonghui Yuan. Simultaneous determination of fluoroquinolones in foods of animal origin by a high performance liquid chromatography and a liquid chromatography tandem mass spectrometry with accelerated solvent extraction. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Feb; 885-886(?):150-9. doi: 10.1016/j.jchromb.2011.12.016. [PMID: 22230742]
  • Xuelan Chen, Hengyi Xu, Weihua Lai, Yuan Chen, Xiaohui Yang, Yonghua Xiong. A sensitive chromatographic strip test for the rapid detection of enrofloxacin in chicken muscle. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2012; 29(3):383-91. doi: 10.1080/19440049.2011.641509. [PMID: 22243423]
  • Jianbin Guo, Anne Ostermann, Jan Siemens, Renjie Dong, Joachim Clemens. Short term effects of copper, sulfadiazine and difloxacin on the anaerobic digestion of pig manure at low organic loading rates. Waste management (New York, N.Y.). 2012 Jan; 32(1):131-6. doi: 10.1016/j.wasman.2011.07.031. [PMID: 21868210]
  • R Real, L González-Lobato, M F Baro, S Valbuena, A de la Fuente, J G Prieto, A I Alvarez, M M Marques, G Merino. Analysis of the effect of the bovine adenosine triphosphate-binding cassette transporter G2 single nucleotide polymorphism Y581S on transcellular transport of veterinary drugs using new cell culture models. Journal of animal science. 2011 Dec; 89(12):4325-38. doi: 10.2527/jas.2011-3841. [PMID: 21821808]
  • Nahashon Thuo, Wanchana Ungphakorn, Japhet Karisa, Simon Muchohi, Alex Muturi, Gilbert Kokwaro, Alison H Thomson, Kathryn Maitland. Dosing regimens of oral ciprofloxacin for children with severe malnutrition: a population pharmacokinetic study with Monte Carlo simulation. The Journal of antimicrobial chemotherapy. 2011 Oct; 66(10):2336-45. doi: 10.1093/jac/dkr314. [PMID: 21831986]
  • M P Hermo, E Nemutlu, J Barbosa, D Barrón. Multiresidue determination of quinolones regulated by the European Union in bovine and porcine plasma. Application of chromatographic and capillary electrophoretic methodologies. Biomedical chromatography : BMC. 2011 May; 25(5):555-69. doi: 10.1002/bmc.1483. [PMID: 20641008]
  • Elisa Escudero, Pedro Marín, Carlos M Cárceles, María J Ramírez, Emilio Fernández-Varón. Pharmacokinetic and milk penetration of a difloxacin long-acting poloxamer gel formulation with carboxy-methylcellulose in lactating goats. Veterinary journal (London, England : 1997). 2011 Apr; 188(1):92-5. doi: 10.1016/j.tvjl.2010.03.008. [PMID: 20359917]
  • Arturo Anadón, Frank H Suárez, María A Martínez, Víctor Castellano, Marta Martínez, Irma Ares, Eva Ramos, Felipe Gamboa, María R Martínez-Larrañaga. Plasma disposition and tissue depletion of difloxacin and its metabolite sarafloxacin in the food producing animals, chickens for fattening. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2011 Feb; 49(2):441-9. doi: 10.1016/j.fct.2010.11.021. [PMID: 21108984]
  • Ling Zhi Yu, Xian Le Yang, Xiang Ling Wang, Wen Juan Yu, Kun Hu. Effects of fish CYP inducers on difloxacin N-demethylation in kidney cell of Chinese idle (Ctenopharyngodon idellus). Fish physiology and biochemistry. 2010 Sep; 36(3):677-686. doi: 10.1007/s10695-009-9342-6. [PMID: 19685219]
  • Ling Zhi Yu, Xian Le Yang. Effects of fish cytochromes P450 inducers and inhibitors on difloxacin N-demethylation in kidney of Chinese idle (Ctenopharyngodon idellus). Environmental toxicology and pharmacology. 2010 May; 29(3):202-8. doi: 10.1016/j.etap.2009.11.008. [PMID: 21787603]
  • Gabriel Morales-Cid, Soledad Cárdenas, Bartolomé M Simonet, Miguel Valcárcel. Fully automatic sample treatment by integration of microextraction by packed sorbents into commercial capillary electrophoresis-mass spectrometry equipment: application to the determination of fluoroquinolones in urine. Analytical chemistry. 2009 Apr; 81(8):3188-93. doi: 10.1021/ac900234j. [PMID: 19284777]
  • K Abo-El-Sooud, A Goudah. Pharmacokinetics and intramuscular bioavailability of difloxacin in dromedary camels (Camelus dromedarius). Veterinary journal (London, England : 1997). 2009 Feb; 179(2):282-6. doi: 10.1016/j.tvjl.2008.05.011. [PMID: 18603456]
  • Tao Ding, Dongxu Shen, Jinzhong Xu, Bin Wu, Huilan Chen, Chongyu Shen, Weijian Shen, Zengyun Zhao, Hongzhen Lian. [Simultaneous determination of 19 quinolone residues in honey using high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2009 Jan; 27(1):34-8. doi: ". [PMID: 19449537]
  • H Z Ding, G X Yang, X H Huang, Z L Chen, Z L Zeng. Pharmacokinetics of difloxacin in pigs and broilers following intravenous, intramuscular, and oral single-dose applications. Journal of veterinary pharmacology and therapeutics. 2008 Jun; 31(3):200-4. doi: 10.1111/j.1365-2885.2008.00951.x. [PMID: 18471140]
  • E Fernández-varón, C M Cárceles, P Marín, D Vancraeynest, A Montes, J Sotillo, J D García-Martínez. Disposition kinetics and pharmacokinetics--pharmacodynamic integration of difloxacin against Staphylococcus aureus isolates from rabbits. Research in veterinary science. 2008 Feb; 84(1):90-4. doi: 10.1016/j.rvsc.2007.04.002. [PMID: 17573085]
  • M K Hassouan, O Ballesteros, A Zafra, J L Vílchez, A Navalón. Multiresidue method for simultaneous determination of quinolone antibacterials in pig kidney samples by liquid chromatography with fluorescence detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Nov; 859(2):282-8. doi: 10.1016/j.jchromb.2007.10.002. [PMID: 17951118]
  • P Marín, E Fernández-Varón, E Escudero, C M Cárceles. Pharmacokinetics after intravenous, intramuscular and subcutaneous administration of difloxacin in sheep. Research in veterinary science. 2007 Oct; 83(2):234-8. doi: 10.1016/j.rvsc.2007.01.005. [PMID: 17343888]
  • Florentina Cañada-Cañada, Anunciación Espinosa-Mansilla, Arsenio Muñoz de la Peña. Separation of fifteen quinolones by high performance liquid chromatography: application to pharmaceuticals and ofloxacin determination in urine. Journal of separation science. 2007 Jun; 30(9):1242-9. doi: 10.1002/jssc.200600536. [PMID: 17623463]
  • M ismail. Disposition kinetics of difloxacin after intravenous, intramuscular and subcutaneous administration in calves. Veterinary research communications. 2007 May; 31(4):467-76. doi: 10.1007/s11259-006-3464-4. [PMID: 17216308]
  • P Marín, E Escudero, E Fernández-Varón, C M Cárceles. Pharmacokinetics and milk penetration of difloxacin after intravenous, subcutaneous and intramuscular administration to lactating goats. Journal of veterinary pharmacology and therapeutics. 2007 Feb; 30(1):74-9. doi: 10.1111/j.1365-2885.2007.00818.x. [PMID: 17217405]
  • K Failing, P Theis, E F Kaleta. Determination of the inhibitory concentration 50\% (IC50) of four selected drugs (chlortetracycline, doxycycline, enrofloxacin and difloxacin) that reduce in vitro the multiplication of Chlamydophila psittaci. DTW. Deutsche tierarztliche Wochenschrift. 2006 Nov; 113(11):412-7. doi: . [PMID: 17147151]
  • Emilio Fernández-Varón, Carlos M Cárceles, Pedro Marín, Nieves Martos, Elisa Escudero, Ignacio Ayala. Pharmacokinetics of difloxacin after intravenous, intramuscular, and intragastric administration to horses. American journal of veterinary research. 2006 Jun; 67(6):1076-81. doi: 10.2460/ajvr.67.6.1076. [PMID: 16740105]
  • Anne-Catherine Huet, Caroline Charlier, Sheryl A Tittlemier, Gurmit Singh, Samuel Benrejeb, Philippe Delahaut. Simultaneous determination of (fluoro)quinolone antibiotics in kidney, marine products, eggs, and muscle by enzyme-linked immunosorbent assay (ELISA). Journal of agricultural and food chemistry. 2006 Apr; 54(8):2822-7. doi: 10.1021/jf052445i. [PMID: 16608195]
  • Aric R Adams, Gregory R Haines, Murray P Brown, Ronald Gronwall, Kelly Merritt. Pharmacokinetics of difloxacin and its concentration in body fluids and endometrial tissues of mares after repeated intragastric administration. Canadian journal of veterinary research = Revue canadienne de recherche veterinaire. 2005 Jul; 69(3):229-35. doi: . [PMID: 16187554]
  • Eric Verdon, Pierrick Couedor, Brigitte Roudaut, Pascal Sandérs. Multiresidue method for simultaneous determination of ten quinolone antibacterial residues in multimatrix/multispecies animal tissues by liquid chromatography with fluorescence detection: single laboratory validation study. Journal of AOAC International. 2005 Jul; 88(4):1179-92. doi: . [PMID: 16156083]
  • Shaohua Zhao, John J Maurer, Susannah Hubert, Juan F De Villena, Patrick F McDermott, Jianghong Meng, Sherry Ayers, Linda English, David G White. Antimicrobial susceptibility and molecular characterization of avian pathogenic Escherichia coli isolates. Veterinary microbiology. 2005 May; 107(3-4):215-24. doi: 10.1016/j.vetmic.2005.01.021. [PMID: 15863280]
  • A M Abd El-Aty, A Goudah, M Ismail, M Shimoda. Disposition kinetics of difloxacin in rabbit after intravenous and intramuscular injection of Dicural. Veterinary research communications. 2005 May; 29(4):297-304. doi: 10.1023/b:verc.0000048503.05426.68. [PMID: 15751581]
  • M A Garcia, C Solans, A Calvo, E Hernandez, R Rey, M A Bregante, M Puig. Determination of enrofloxacin and its primary metabolite, ciprofloxacin, in pig tissues. Application to residue studies. Biomedical chromatography : BMC. 2005 Jan; 19(1):27-31. doi: 10.1002/bmc.411. [PMID: 15470686]
  • Michael E El-Kommos, Gamal A Saleh, Samia M El-Gizawi, Mohamed A Abou-Elwafa. Spectrofluorometric determination of certain quinolone antibacterials using metal chelation. Talanta. 2003 Jul; 60(5):1033-50. doi: 10.1016/s0039-9140(03)00171-1. [PMID: 18969129]
  • M Atef, H A el-Banna, A M Abd El-Aty, A Goudah. Pharmacokinetics of difloxacin in goats. DTW. Deutsche tierarztliche Wochenschrift. 2002 Jul; 109(7):320-3. doi: NULL. [PMID: 12161971]
  • E Heinen. Comparative serum pharmacokinetics of the fluoroquinolones enrofloxacin, difloxacin, marbofloxacin, and orbifloxacin in dogs after single oral administration. Journal of veterinary pharmacology and therapeutics. 2002 Feb; 25(1):1-5. doi: 10.1046/j.1365-2885.2002.00381.x. [PMID: 11874520]
  • Margarita Hernández, Francesc Borrull, Marta Calull. Using nonaqueous capillary electrophoresis to analyze several quinolones in pig kidney samples. Electrophoresis. 2002 Feb; 23(3):506-11. doi: 10.1002/1522-2683(200202)23:3<506::aid-elps506>3.0.co;2-c. [PMID: 11870754]
  • C K Holtzapple, S A Buckley, L H Stanker. Determination of fluoroquinolones in serum using an on-line clean-up column coupled to high-performance immunoaffinity-reversed-phase liquid chromatography. Journal of chromatography. B, Biomedical sciences and applications. 2001 Apr; 754(1):1-9. doi: 10.1016/s0378-4347(00)00575-2. [PMID: 11318402]
  • D L Frazier, L Thompson, A Trettien, E I Evans. Comparison of fluoroquinolone pharmacokinetic parameters after treatment with marbofloxacin, enrofloxacin, and difloxacin in dogs. Journal of veterinary pharmacology and therapeutics. 2000 Oct; 23(5):293-302. doi: 10.1046/j.1365-2885.2000.00285.x. [PMID: 11107003]
  • A Posyniak, J Zmudzki, S Semeniuk, J Niedzielska, R Ellis. Determination of fluoroquinolone residues in animal tissues by liquid chromatography. Biomedical chromatography : BMC. 1999 Jun; 13(4):279-85. doi: 10.1002/(sici)1099-0801(199906)13:4<279::aid-bmc844>3.0.co;2-a. [PMID: 10416061]
  • T Inui, T Taira, T Matsushita, T Endo. Pharmacokinetic properties and oral bioavailabilities of difloxacin in pig and chicken. Xenobiotica; the fate of foreign compounds in biological systems. 1998 Sep; 28(9):887-93. doi: 10.1080/004982598239128. [PMID: 9764930]
  • P Teja-Isavadharm, D Keeratithakul, G Watt, H K Webster, M D Edstein. Measurement of ciprofloxacin in human plasma, whole blood, and erythrocytes by high-performance liquid chromatography. Therapeutic drug monitoring. 1991 May; 13(3):263-7. doi: 10.1097/00007691-199105000-00014. [PMID: 1926283]
  • P B Fernandes, D J Hardy, D McDaniel, C W Hanson, R N Swanson. In vitro and in vivo activities of clarithromycin against Mycobacterium avium. Antimicrobial agents and chemotherapy. 1989 Sep; 33(9):1531-4. doi: 10.1128/aac.33.9.1531. [PMID: 2530933]
  • D J Hardy, R N Swanson, D M Hensey, N R Ramer, R R Bower, C W Hanson, D T Chu, P B Fernandes. Comparative antibacterial activities of temafloxacin hydrochloride (A-62254) and two reference fluoroquinolones. Antimicrobial agents and chemotherapy. 1987 Nov; 31(11):1768-74. doi: 10.1128/aac.31.11.1768. [PMID: 3435123]
  • L S Young, O G Berlin, C B Inderlied. Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria. The American journal of medicine. 1987 Apr; 82(4A):23-6. doi: . [PMID: 3107379]
  • M B Bansal, H Thadepalli. Activity of difloxacin (A-56619) and A-56620 against clinical anaerobic bacteria in vitro. Antimicrobial agents and chemotherapy. 1987 Apr; 31(4):619-21. doi: 10.1128/aac.31.4.619. [PMID: 3606066]
  • J T Mader, L T Morrison, K R Adams. Comparative evaluation of A-56619, A-56620, and nafcillin in the treatment of experimental Staphylococcus aureus osteomyelitis. Antimicrobial agents and chemotherapy. 1987 Feb; 31(2):259-63. doi: 10.1128/aac.31.2.259. [PMID: 3566251]
  • G R Granneman, L T Sennello. High-performance liquid chromatographic procedures for the determination of difloxacin and its metabolites in biological matrices. Journal of chromatography. 1987 Jan; 413(?):199-206. doi: 10.1016/0378-4347(87)80227-x. [PMID: 3558669]
  • G R Granneman, K M Snyder, V S Shu. Difloxacin metabolism and pharmacokinetics in humans after single oral doses. Antimicrobial agents and chemotherapy. 1986 Nov; 30(5):689-93. doi: 10.1128/aac.30.5.689. [PMID: 3800345]
  • H Thadepalli, S V Gollapudi, S K Chuah. Therapeutic evaluation of difloxacin (A-56619) and A-56620 for experimentally induced Bacteroides fragilis-associated intra-abdominal abscess. Antimicrobial agents and chemotherapy. 1986 Oct; 30(4):574-6. doi: 10.1128/aac.30.4.574. [PMID: 3539011]
  • L Hirschhorn, H C Neu. Factors influencing the in vitro activity of two new aryl-fluoroquinolone antimicrobial agents, difloxacin (A-56619) and A-56620. Antimicrobial agents and chemotherapy. 1986 Jul; 30(1):143-6. doi: 10.1128/aac.30.1.143. [PMID: 3752975]
  • J M Stamm, C W Hanson, D T Chu, R Bailer, C Vojtko, P B Fernandes. In vitro evaluation of A-56619 (difloxacin) and A-56620: new aryl-fluoroquinolones. Antimicrobial agents and chemotherapy. 1986 Feb; 29(2):193-200. doi: 10.1128/aac.29.2.193. [PMID: 3087274]
  • P B Fernandes, D T Chu, R R Bower, K P Jarvis, N R Ramer, N Shipkowitz. In vivo evaluation of A-56619 (difloxacin) and A-56620: new aryl-fluoroquinolones. Antimicrobial agents and chemotherapy. 1986 Feb; 29(2):201-8. doi: 10.1128/aac.29.2.201. [PMID: 3521473]