Cefditoren (BioDeep_00000014101)

 

Secondary id: BioDeep_00001868573

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

化学式: C19H18N6O5S3 (506.05007780000005)
中文名称: 头孢托仑
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=C(SC=N1)C=CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
InChI: InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1

描述信息

Cefditoren is only found in individuals that have used or taken this drug. It is a third-generation cephalosporin antibiotic for oral use. It is commonly marketed under the trade name Spectracef by Cornerstone BioPharma.The bactericidal activity of cefditoren results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cefditoren is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01D - Other beta-lactam antibacterials > J01DD - Third-generation cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002511 - Cephalosporins
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
C254 - Anti-Infective Agent > C258 - Antibiotic > C260 - Beta-Lactam Antibiotic

同义名列表

8 个代谢物同义名

(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; Cefditoren, sodium salt, (6R-(3(Z),6alpha,7beta(Z)))-isomer; Cefditoren pivaloyloxymethyl ester; cefditoren pivoxil; Cefditoren; CDTR-PI



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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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

  • I Torres-Navarro, C Abril-Pérez, J Roca-Ginés, J Sánchez-Arráez, R Botella-Estrada. A case of cefditoren-induced acute generalized exanthematous pustulosis during COVID-19 pandemics. Severe cutaneous adverse reactions are an issue. Journal of the European Academy of Dermatology and Venereology : JEADV. 2020 Oct; 34(10):e537-e539. doi: 10.1111/jdv.16664. [PMID: 32455478]
  • Chie Miyabe, Yoshishige Miyabe, Jun Nagai, Noriko N Miura, Naohito Ohno, Jerold Chun, Ryoji Tsuboi, Hiroshi Ueda, Masayuki Miyasaka, Nobuyuki Miyasaka, Toshihiro Nanki. Abrogation of lysophosphatidic acid receptor 1 ameliorates murine vasculitis. Arthritis research & therapy. 2019 08; 21(1):191. doi: 10.1186/s13075-019-1973-0. [PMID: 31429784]
  • Hepeng Wang, Pengyuan Sun, Changyuan Wang, Qiang Meng, Zhihao Liu, Xiaokui Huo, Huijun Sun, Xiaodong Ma, Jinyong Peng, Kexin Liu. Pharmacokinetic changes of cefdinir and cefditoren and its molecular mechanisms in acute kidney injury in rats. The Journal of pharmacy and pharmacology. 2018 Nov; 70(11):1503-1512. doi: 10.1111/jphp.12994. [PMID: 30047127]
  • Kayoko Matsumoto, Nobuo Sato, Nayu Mitomi, Yoshihisa Shitara, Shigeki Shibasaki. Population pharmacokinetics of cefditoren pivoxil in non-infected adults. The Japanese journal of antibiotics. 2014 Feb; 67(1):49-66. doi: NULL. [PMID: 24809208]
  • Emine D Misirlioglu, Handan Duman, Serap Ozmen, Ilknur Bostanci. Serum sickness-like reaction in children due to cefditoren. Pediatric dermatology. 2012 May; 29(3):327-8. doi: 10.1111/j.1525-1470.2011.01539.x. [PMID: 22010630]
  • Elisa Ramos-Sevillano, Cinthya Rodríguez-Sosa, Fabio Cafini, Maria-Jose Giménez, Ana Navarro, David Sevillano, Luis Alou, Ernesto García, Lorenzo Aguilar, Jose Yuste. Cefditoren and ceftriaxone enhance complement-mediated immunity in the presence of specific antibodies against antibiotic-resistant pneumococcal strains. PloS one. 2012; 7(9):e44135. doi: 10.1371/journal.pone.0044135. [PMID: 22957048]
  • Natalia González, Lorenzo Aguilar, David Sevillano, Maria-Jose Giménez, Luis Alou, Fabio Cafini, Martha Torrico, Ana-Maria López, Pilar Coronel, Jose Prieto. Efficacy of simulated cefditoren versus amoxicillin-clavulanate free concentrations in countering intrastrain ftsI gene diffusion in Haemophilus influenzae. Antimicrobial agents and chemotherapy. 2011 Jun; 55(6):2788-94. doi: 10.1128/aac.01719-10. [PMID: 21464255]
  • Fabio Cafini, Jose Yuste, Maria-Jose Giménez, David Sevillano, Lorenzo Aguilar, Luis Alou, Elisa Ramos-Sevillano, Martha Torrico, Natalia González, Ernesto García, Pilar Coronel, Jose Prieto. Enhanced in vivo activity of cefditoren in pre-immunized mice against penicillin-resistant S. pneumoniae (serotypes 6B, 19F and 23F) in a sepsis model. PloS one. 2010 Aug; 5(8):e12041. doi: 10.1371/journal.pone.0012041. [PMID: 20706584]
  • Oscar Cuevas, Emilia Cercenado, Mercedes Gimeno, Mercedes Marín, Pilar Coronel, Emilio Bouza. Comparative in vitro activity of cefditoren and other antimicrobials against Enterobacteriaceae causing community-acquired uncomplicated urinary tract infections in women: a Spanish nationwide multicenter study. Diagnostic microbiology and infectious disease. 2010 Jul; 67(3):251-60. doi: 10.1016/j.diagmicrobio.2010.02.013. [PMID: 20542206]
  • Qinghao Zhang, Qi Liu, Jingjing Wu, Changyuan Wang, Jinyong Peng, Xiaochi Ma, Kexin Liu. PEPT1 involved in the uptake and transepithelial transport of cefditoren in vivo and in vitro. European journal of pharmacology. 2009 Jun; 612(1-3):9-14. doi: 10.1016/j.ejphar.2009.03.081. [PMID: 19371738]
  • David Sevillano, Lorenzo Aguilar, Luis Alou, María-José Giménez, Natalia González, Martha Torrico, Fabio Cafini, Asunción Fenoll, Pilar Coronel, José Prieto. High protein binding and cidal activity against penicillin-resistant S. pneumoniae: a cefditoren in vitro pharmacodynamic simulation. PloS one. 2008 Jul; 3(7):e2717. doi: 10.1371/journal.pone.0002717. [PMID: 18648650]
  • Thomas P Lodise, Martina Kinzig-Schippers, George L Drusano, Ulrich Loos, Friedrich Vogel, Jürgen Bulitta, Markus Hinder, Fritz Sörgel. Use of population pharmacokinetic modeling and Monte Carlo simulation to describe the pharmacodynamic profile of cefditoren in plasma and epithelial lining fluid. Antimicrobial agents and chemotherapy. 2008 Jun; 52(6):1945-51. doi: 10.1128/aac.00736-06. [PMID: 17485507]
  • J J Granizo, B Sádaba, J Honorato, M J Gimenez, D Sevillano, L Aguilar, P Coronel. Monte Carlo simulation describing the pharmacodynamic profile of cefditoren in plasma from healthy volunteers. International journal of antimicrobial agents. 2008 Apr; 31(4):396-8. doi: 10.1016/j.ijantimicag.2007.10.024. [PMID: 18178067]
  • David Sevillano, Lorenzo Aguilar, Luis Alou, María-José Giménez, Martha Torrico, Natalia González, Fabio Cafini, María-Teresa Relaño, Pilar Coronel, José Prieto. Urine bactericidal activity against Escherichia coli isolates exhibiting different resistance phenotypes/genotypes in an in vitro pharmacodynamic model simulating urine concentrations obtained after oral administration of a 400-milligram single dose of cefditoren-pivoxil. Antimicrobial agents and chemotherapy. 2008 Mar; 52(3):1184-6. doi: 10.1128/aac.01247-07. [PMID: 18160517]
  • M Torrico, L Aguilar, N González, M J Giménez, O Echeverría, F Cafini, D Sevillano, L Alou, P Coronel, J Prieto. influence of TEM-1 beta-lactamase on the pharmacodynamic activity of simulated total versus free-drug serum concentrations of cefditoren (400 milligrams) versus amoxicillin-clavulanic acid (2,000/125 milligrams) against Haemophilus influenzae strains exhibiting an N526K mutation in the ftsI gene. Antimicrobial agents and chemotherapy. 2007 Oct; 51(10):3699-706. doi: 10.1128/aac.01530-06. [PMID: 17664320]
  • Kwan Soo Ko, Ji Yoeun Suh, Mi Young Lee, Nam Yong Lee, Kyong Ran Peck, Ki Tae Kwon, Dong Sik Jung, Jae-Hoon Song. In vitro activity of cefditoren against clinical isolates of Escherichia coli from a Korean hospital. International journal of antimicrobial agents. 2007 Sep; 30(3):283-5. doi: 10.1016/j.ijantimicag.2007.05.011. [PMID: 17651945]
  • D Sevillano, M J Giménez, L Alou, L Aguilar, F Cafini, M Torrico, N González, O Echeverría, P Coronel, J Prieto. Effects of human albumin and serum on the in vitro bactericidal activity of cefditoren against penicillin-resistant Streptococcus pneumoniae. The Journal of antimicrobial chemotherapy. 2007 Jul; 60(1):156-8. doi: 10.1093/jac/dkm115. [PMID: 17483149]
  • O Echeverria, L Alou, D Sevillano, N Gonzalez, M L Gomez-Lus, L Aguilar, J Prieto. Pharmacodynamics of simulated total versus free-drug serum concentrations of a low versus a high protein bound third-generation oral cephalosporin (Cefpodoxime versus cefditoren) against Streptococcus pneumoniae. Journal of chemotherapy (Florence, Italy). 2007 Jun; 19(3):288-94. doi: 10.1179/joc.2007.19.3.288. [PMID: 17594924]
  • L Alou, M J Giménez, D Sevillano, L Aguilar, N González, O Echeverría, M Torrico, P Coronel, J Prieto. Are beta-lactam breakpoints adequate to define non-susceptibility for all Haemophilus influenzae resistance phenotypes from a pharmacodynamic point of view?. The Journal of antimicrobial chemotherapy. 2007 Apr; 59(4):652-7. doi: 10.1093/jac/dkm015. [PMID: 17341471]
  • Belen Sádaba, J R Azanza, E G Quetglas, M A Campanero, J Honorato, P Coronel, M Gimeno. Pharmacokinetic/pharmacodynamic serum and urine profile of cefditoren following single-dose and multiple twice- and thrice-daily regimens in healthy volunteers: a phase I study. Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia. 2007 Mar; 20(1):51-60. doi: NULL. [PMID: 17530036]
  • F Cafini, N González, M Torrico, O Echeverría, D Sevillano, L Alou, M J Giménez, L Aguilar, M L Gómez-Lus. [Influence of the displacement of protein binding by ibuprofen in the activity of a third-generation cephalosporin against Streptococcus pneumoniae]. Revista espanola de quimioterapia : publicacion oficial de la Sociedad Espanola de Quimioterapia. 2006 Dec; 19(4):332-6. doi: NULL. [PMID: 17235401]
  • Ramakrishna V S Nirogi, Vishwottam N Kandikere, Wishu Shrivastava, Koteshwara Mudigonda. Quantification of the cephalosporin antibiotic cefditoren in human plasma by high-performance liquid chromatography. Arzneimittel-Forschung. 2006; 56(4):309-13. doi: 10.1055/s-0031-1296726. [PMID: 16724518]
  • Tong Zhu, Belinda W Y Cheung, Linda L Cartier, G Scott Giebink, Ronald J Sawchuk. Simultaneous intravenous and intramiddle-ear dosing to determine cefditoren influx and efflux clearances in middle ear fluid in freely moving chinchillas. Journal of pharmaceutical sciences. 2003 Oct; 92(10):1947-56. doi: 10.1002/jps.10457. [PMID: 14502535]
  • D R Guay. Review of cefditoren, an advanced-generation, broad-spectrum oral cephalosporin. Clinical therapeutics. 2001 Dec; 23(12):1924-37; discussion 1923. doi: 10.1016/s0149-2918(01)80147-8. [PMID: 11813929]
  • D M Johnson, D J Biedenbach, M L Beach, M A Pfaller, R N Jones. Antimicrobial activity and in vitro susceptibility test development for cefditoren against Haemophilus influenzae, Moraxella catarrhalis, and Streptococcus species. Diagnostic microbiology and infectious disease. 2000 Jun; 37(2):99-105. doi: 10.1016/s0732-8893(00)00136-x. [PMID: 10863104]
  • R N Jones, D J Biedenbach, D M Johnson. Cefditoren activity against nearly 1000 non-fastidious bacterial isolates and the development of in vitro susceptibility test methods. Diagnostic microbiology and infectious disease. 2000 Jun; 37(2):143-6. doi: 10.1016/s0732-8893(00)00135-8. [PMID: 10863109]
  • W Rieck, D Platt. Determination of cefditoren (ME 1206) in the plasma of elderly patients with multiple diseases using high-performance liquid chromatography. Clinical laboratory. 2000; 46(9-10):477-82. doi: NULL. [PMID: 11034533]
  • R Fernández-Roblas, J C López, J M Ramos, M Gimeno, P Coronel, F Soriano. In-vitro activity of cefditoren against clinical isolates of penicillin-susceptible and resistant strains of Streptococcus pneumoniae, Haemophilus influenzae and Neisseria meningitidis. The Journal of antimicrobial chemotherapy. 1996 May; 37(5):1038-9. doi: 10.1093/jac/37.5.1038. [PMID: 8737159]