aztreonam (BioDeep_00000398912)

   

natural product


代谢物信息卡片


"Aztreonam (Azactam, Cayston)"

化学式: C13H17N5O8S2 (435.0518522)
中文名称: 氨曲南
谱图信息: 最多检出来源 Escherichia coli(natural_products) 66.67%

分子结构信息

SMILES: CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
InChI: InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8+/t5-,7-/m0/s1

描述信息

A synthetic monocyclic beta-lactam antibiotic (monobactam).
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01D - Other beta-lactam antibacterials > J01DF - Monobactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams

同义名列表

4 个代谢物同义名

aztreonam; Aztreonam E-Isomer; "Aztreonam (Azactam, Cayston)"; Aztreonam



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

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。



文献列表

  • Gabriela Kroneislová, Jan Závora, Vanda Gabriela Adámková, Anna Rýdlová, Václava Adámková. In vitro activity of antibiotics potentially effective against difficult-to-treat strains of Gram-negative rods: retrospective study. Scientific reports. 2024 04; 14(1):8310. doi: 10.1038/s41598-024-59036-0. [PMID: 38594467]
  • Ruixian Guo, Xinyan Ma, Huibo Xu, Yuanyuan Ma, Rui Zhang, Xinyan Liu, Binan Lu, Jingpu Zhang, Ying Han. In silico prediction and a systematic toxicology-based in vivo investigation uncovering the mechanism of aquatic toxicity caused by beta-lactam antibiotics. Chemosphere. 2024 Feb; 349(?):140884. doi: 10.1016/j.chemosphere.2023.140884. [PMID: 38065262]
  • Sayani Bhattacharyya. In vitro/In vivo Evaluation of Elastic Nano-lipid Carriers of Aztreonam for Pneumonic Lungs. Pharmaceutical nanotechnology. 2023 Jun; 11(3):294-302. doi: 10.2174/2211738511666230223141759. [PMID: 36815648]
  • Mohamed Abdel-Monem El-Sakhawy. Combinational Effect of Selected Medicinal Plants and Antibiotics Against Pathogenic Bacteria. Pakistan journal of biological sciences : PJBS. 2023 Feb; 26(3):108-118. doi: 10.3923/pjbs.2023.108.118. [PMID: 37480267]
  • Yixin Kang, Lu Xie, Jiyong Yang, Junchang Cui. Optimal treatment of ceftazidime-avibactam and aztreonam-avibactam against bloodstream infections or lower respiratory tract infections caused by extensively drug-resistant or pan drug-resistant (XDR/PDR) Pseudomonas aeruginosa. Frontiers in cellular and infection microbiology. 2023; 13(?):1023948. doi: 10.3389/fcimb.2023.1023948. [PMID: 37457958]
  • Gabriele Bianco, Matteo Boattini, Sara Comini, Roberto Casale, Marco Iannaccone, Rossana Cavallo, Cristina Costa. Occurrence of multi-carbapenemases producers among carbapenemase-producing Enterobacterales and in vitro activity of combinations including cefiderocol, ceftazidime-avibactam, meropenem-vaborbactam, and aztreonam in the COVID-19 era. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology. 2022 Apr; 41(4):573-580. doi: 10.1007/s10096-022-04408-5. [PMID: 35061145]
  • Yahui Li, Minghua Yuan, Dong Ding, Xiong Jiang, Qing Ye, Fujiang Guo. Isolation and structural characterization of eight impurities in aztreonam. Journal of pharmaceutical and biomedical analysis. 2022 Feb; 210(?):114587. doi: 10.1016/j.jpba.2022.114587. [PMID: 35026590]
  • Anna Olsson, Marcus Hong, Hissa Al-Farsi, Christian G Giske, Pernilla Lagerbäck, Thomas Tängdén. Interactions of Polymyxin B in Combination with Aztreonam, Minocycline, Meropenem, and Rifampin against Escherichia coli Producing NDM and OXA-48-Group Carbapenemases. Antimicrobial agents and chemotherapy. 2021 11; 65(12):e0106521. doi: 10.1128/aac.01065-21. [PMID: 34516251]
  • Freddy Frost, Gregory R Young, Laura Wright, Nahida Miah, Darren L Smith, Craig Winstanley, Martin J Walshaw, Joanne L Fothergill, Dilip Nazareth. The clinical and microbiological utility of inhaled aztreonam lysine for the treatment of acute pulmonary exacerbations of cystic fibrosis: An open-label randomised crossover study (AZTEC-CF). Journal of cystic fibrosis : official journal of the European Cystic Fibrosis Society. 2021 11; 20(6):994-1002. doi: 10.1016/j.jcf.2020.12.012. [PMID: 33358119]
  • Kun Feng, Nan Jia, Peijuan Zhu, Serubbabel Sy, Yanfei Liu, Dandan Dong, Shixing Zhu, Jiayuan Zhang, Yuwei Liu, Frederico S Martins, Hugh Gong, Zhihua Lv, Mingming Yu, Sherwin K B Sy, Yuanqi Zhu. Aztreonam/avibactam effect on pharmacodynamic indices for mutant selection of Escherichia coli and Klebsiella pneumoniae harbouring serine- and New Delhi metallo-β-lactamases. The Journal of antimicrobial chemotherapy. 2021 10; 76(11):2875-2883. doi: 10.1093/jac/dkab292. [PMID: 34383928]
  • Punit J Shah, Thuytram Tran, Francis Emelogu, Farheen Tariq. Aztreonam, Ceftazidime/Avibactam, and Colistin Combination for the Management of Carbapenemase-Producing Klebsiella Pneumoniae Bacteremia: A Case Report. Journal of pharmacy practice. 2021 Aug; 34(4):653-657. doi: 10.1177/0897190019882262. [PMID: 31698984]
  • Francesco Perrotta, Marco Paolo Perrini. Successful Treatment of Klebsiella pneumoniae NDM Sepsis and Intestinal Decolonization with Ceftazidime/Avibactam Plus Aztreonam Combination in a Patient with TTP Complicated by SARSCoV-2 Nosocomial Infection. Medicina (Kaunas, Lithuania). 2021 Apr; 57(5):. doi: 10.3390/medicina57050424. [PMID: 33924769]
  • Eleonora Camilleri, Niccolò Maggini, Matteo Piccica, Annarita Botta, Daniela Poli. A rare case of prothrombin time prolongation. Internal and emergency medicine. 2021 01; 16(1):237-239. doi: 10.1007/s11739-020-02408-x. [PMID: 32557092]
  • Andrew Billnitzer, Peter W Kaplan. Generalized Periodic Discharges With Triphasic Morphology in the Setting of Aztreonam Neurotoxicity. Clinical EEG and neuroscience. 2021 Jan; 52(1):66-68. doi: 10.1177/1550059420917842. [PMID: 32401538]
  • Edurne Peña-Mendizabal, Sergi Morais, Ángel Maquieira. Boosting the sensitivity of in vitroβ-lactam allergy diagnostic tests. Chemical communications (Cambridge, England). 2020 Oct; 56(80):11973-11976. doi: 10.1039/d0cc04903d. [PMID: 33033809]
  • Edurne Peña-Mendizabal, Sergi Morais, Ángel Maquieira. Neo-antigens for the serological diagnosis of IgE-mediated drug allergic reactions to antibiotics cephalosporin, carbapenem and monobactam. Scientific reports. 2020 09; 10(1):16037. doi: 10.1038/s41598-020-73109-w. [PMID: 32994501]
  • Ying Sun, Xueyuan Liao, Zhigang Huang, Yaliu Xie, Yanbin Liu, Cuicui Ma, Boguang Jiang, Li Zhang, Yuhang Yan, Guobo Li, Xingjun Cheng, Qi Yin, Charles Z Ding, Liang Shen, Jian Li, Shuhui Chen, Yuquan Wei, Zhenling Wang, Xiawei Wei. Therapeutic Effect and Mechanisms of the Novel Monosulfactam 0073. Antimicrobial agents and chemotherapy. 2020 09; 64(10):. doi: 10.1128/aac.00529-20. [PMID: 32718961]
  • Ling Song, Zhiheng Yu, Yifan Xu, Xiaobei Li, Xuanlin Liu, Dongyang Liu, Tianyan Zhou. Preliminary physiologically based pharmacokinetic modeling of renally cleared drugs in Chinese pregnant women. Biopharmaceutics & drug disposition. 2020 Jun; 41(6):248-267. doi: 10.1002/bdd.2243. [PMID: 32520400]
  • Deepjyoti Paul, Debadatta Dhar Chanda, Atanu Chakravarty, Amitabha Bhattacharjee. An insight into analysis and elimination of plasmids encoding metallo-β-lactamases in Pseudomonas aeruginosa. Journal of global antimicrobial resistance. 2020 06; 21(?):3-7. doi: 10.1016/j.jgar.2019.09.002. [PMID: 31518725]
  • Paul B Eckburg, Troy Lister, Susannah Walpole, Tim Keutzer, Luke Utley, John Tomayko, Ellen Kopp, Nicholas Farinola, Scott Coleman. Safety, Tolerability, Pharmacokinetics, and Drug Interaction Potential of SPR741, an Intravenous Potentiator, after Single and Multiple Ascending Doses and When Combined with β-Lactam Antibiotics in Healthy Subjects. Antimicrobial agents and chemotherapy. 2019 09; 63(9):. doi: 10.1128/aac.00892-19. [PMID: 31262767]
  • Edyta Konecka, Joanna Mokracka, Sylwia Krzymińska, Adam Kaznowski. Evaluation of The Pathogenic Potential of Insecticidal Serratia marcescens Strains to Humans. Polish journal of microbiology. 2019; 68(2):185-191. doi: 10.21307/pjm-2019-018. [PMID: 31257791]
  • Alan E Gross, Hongmei Xu, Diansong Zhou, Nidal Al-Huniti. Simplified Aztreonam Dosing in Patients with End-Stage Renal Disease: Results of a Monte Carlo Simulation. Antimicrobial agents and chemotherapy. 2018 11; 62(11):. doi: 10.1128/aac.01066-18. [PMID: 30150467]
  • Wenxia Zhang, Yan Guo, Jiayin Li, Yiyuan Zhang, Yang Yang, Dong Dong, Demei Zhu, Ping He, Fupin Hu. In vitro and in vivo bactericidal activity of ceftazidime-avibactam against Carbapenemase-producing Klebsiella pneumoniae. Antimicrobial resistance and infection control. 2018; 7(?):142. doi: 10.1186/s13756-018-0435-9. [PMID: 30479755]
  • Barry J Plant, Damian G Downey, Joe A Eustace, Cedric Gunaratnam, Charles S Haworth, Andrew M Jones, Edward F McKone, Daniel G Peckham, R Ian Ketchell, Diana Bilton. A treatment evaluator tool to monitor the real-world effectiveness of inhaled aztreonam lysine in cystic fibrosis. Journal of cystic fibrosis : official journal of the European Cystic Fibrosis Society. 2017 Nov; 16(6):695-701. doi: 10.1016/j.jcf.2017.02.006. [PMID: 28392014]
  • Yusuke Yamanaka, Akira Shimabukuro. Septic abortion presenting as a right lower trapezius abscess secondary to Bacteroides fragilis bacteraemia. BMJ case reports. 2017 Aug; 2017(?):. doi: 10.1136/bcr-2016-219135. [PMID: 28827296]
  • Mark E Obrenovich, MaryAnn Tima, Alex Polinkovsky, Renliang Zhang, Steven N Emancipator, Curtis J Donskey. Targeted Metabolomics Analysis Identifies Intestinal Microbiota-Derived Urinary Biomarkers of Colonization Resistance in Antibiotic-Treated Mice. Antimicrobial agents and chemotherapy. 2017 08; 61(8):. doi: 10.1128/aac.00477-17. [PMID: 28584146]
  • Benjamin Davido, Aurelien Dinh, Olivia Senard, Ruxandra Calin, Sabrina Makhloufi, Jerome Salomon. Repurposing an old drug: aztreonam as a new treatment strategy for gonorrhoea. The Journal of antimicrobial chemotherapy. 2017 05; 72(5):1466-1468. doi: 10.1093/jac/dkw589. [PMID: 28137938]
  • Hongmei Xu, Wangda Zhou, Diansong Zhou, Jianguo Li, Nidal Al-Huniti. Evaluation of Aztreonam Dosing Regimens in Patients With Normal and Impaired Renal Function: A Population Pharmacokinetic Modeling and Monte Carlo Simulation Analysis. Journal of clinical pharmacology. 2017 03; 57(3):336-344. doi: 10.1002/jcph.810. [PMID: 27530649]
  • Maria F Mojica, Christopher P Ouellette, Amy Leber, M Brian Becknell, Monica I Ardura, Federico Perez, Masako Shimamura, Robert A Bonomo, Samuel L Aitken, Samuel A Shelburne. Successful Treatment of Bloodstream Infection Due to Metallo-β-Lactamase-Producing Stenotrophomonas maltophilia in a Renal Transplant Patient. Antimicrobial agents and chemotherapy. 2016 09; 60(9):5130-4. doi: 10.1128/aac.00264-16. [PMID: 27551008]
  • Nuggehally R Srinivas. Interspecies scaling of excretory amounts using allometry - retrospective analysis with rifapentine, aztreonam, carumonam, pefloxacin, miloxacin, trovafloxacin, doripenem, imipenem, cefozopran, ceftazidime, linezolid for urinary excretion and rifapentine, cabotegravir, and dolutegravir for fecal excretion. Xenobiotica; the fate of foreign compounds in biological systems. 2016 Sep; 46(9):784-92. doi: 10.3109/00498254.2015.1121554. [PMID: 26711252]
  • Sandrine Marchand, Nicolas Grégoire, Julien Brillault, Isabelle Lamarche, Patrice Gobin, William Couet. Biopharmaceutical Characterization of Nebulized Antimicrobial Agents in Rats. 4. Aztreonam. Antimicrobial agents and chemotherapy. 2016 05; 60(5):3196-8. doi: 10.1128/aac.00165-16. [PMID: 26926626]
  • Jann-Tay Wang, Pei-Chen Chen, Shan-Chwen Chang, Yih-Ru Shiau, Hui-Ying Wang, Jui-Fen Lai, I-Wen Huang, Mei-Chen Tan, Tsai-Ling Yang Lauderdale. Antimicrobial susceptibilities of Proteus mirabilis: a longitudinal nationwide study from the Taiwan surveillance of antimicrobial resistance (TSAR) program. BMC infectious diseases. 2014 Sep; 14(?):486. doi: 10.1186/1471-2334-14-486. [PMID: 25192738]
  • Rosalind E Jenkins, Fiazia S Yaseen, Manal M Monshi, Paul Whitaker, Xiaoli Meng, John Farrell, Jane Hamlett, Joseph P Sanderson, Sabah El-Ghaiesh, Daniel Peckham, Munir Pirmohamed, B Kevin Park, Dean J Naisbitt. β-Lactam antibiotics form distinct haptenic structures on albumin and activate drug-specific T-lymphocyte responses in multiallergic patients with cystic fibrosis. Chemical research in toxicology. 2013 Jun; 26(6):963-75. doi: 10.1021/tx400124m. [PMID: 23668298]
  • Hans-Peter Lipp. [Revival of selected well-tried antibiotics. Special features of the antiinfective agents penicillin G, fosfomycin, aztreonam and colistin]. Medizinische Monatsschrift fur Pharmazeuten. 2012 Oct; 35(10):367-77. doi: . [PMID: 23094579]
  • Kristen Zeitler, Brian Salvas, Vanessa Stevens, Jack Brown. Aztreonam lysine for inhalation: new formulation of an old antibiotic. American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists. 2012 Jan; 69(2):107-15. doi: 10.2146/ajhp100624. [PMID: 22215356]
  • Jürgen B Bulitta, Stephen B Duffull, Cornelia B Landersdorfer, Martina Kinzig, Ulrike Holzgrabe, Ulrich Stephan, George L Drusano, Fritz Sörgel. Comparison of the pharmacokinetics and pharmacodynamic profile of carumonam in cystic fibrosis patients and healthy volunteers. Diagnostic microbiology and infectious disease. 2009 Oct; 65(2):130-41. doi: 10.1016/j.diagmicrobio.2009.06.018. [PMID: 19748423]
  • Shekman L Wong, Fritz Sörgel, Martina Kinzig, Michael R Goldberg, Michael M Kitt, Steven L Barriere. Lack of pharmacokinetic drug interactions following concomitant administration of telavancin with aztreonam or piperacillin/tazobactam in healthy participants. Journal of clinical pharmacology. 2009 Jul; 49(7):816-23. doi: 10.1177/0091270009337133. [PMID: 19443680]
  • Daniel Marcano, Fernando Pasterán, Melina Rapoport, Diego Faccone, Carmen Ugarte, Nuris Salgado, Daisy Payares, Enza Spadola, Yoanna López, Graziela Maggi, Marcelo Galas, Damarys Sánchez. First isolation of a VIM-producing Klebsiella pneumoniae from a seven-year-old child in Venezuela. Journal of infection in developing countries. 2008 Jun; 2(3):241-4. doi: 10.3855/jidc.270. [PMID: 19738358]
  • Hitoshi Kawazoe, Yoshiharu Takiguchi, Tatsuya Inoue, Kazunori Yamaguchi, Hiroaki Tanaka, Masato Kaji, Shigeko Tsuji, Masaki Ninomiya, Noriyasu Fukuoka, Hiroaki Ohnishi, Toshihiko Ishida, Hitoshi Houchi. [Infection treatment caused by multiple-drug-resistant Pseudomonas aeruginosa in a patient undergoing allogeneic hematopoietic stem cell transplantation]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2008 Apr; 128(4):657-61. doi: 10.1248/yakushi.128.657. [PMID: 18379184]
  • Neelam Taneja, Pooja Rao, Jitender Arora, Ashok Dogra. Occurrence of ESBL & Amp-C beta-lactamases & susceptibility to newer antimicrobial agents in complicated UTI. The Indian journal of medical research. 2008 Jan; 127(1):85-8. doi: NULL. [PMID: 18316858]
  • George Z Retsch-Bogart, Jane L Burns, Kelly L Otto, Theodore G Liou, Karen McCoy, Christopher Oermann, Ronald L Gibson. A phase 2 study of aztreonam lysine for inhalation to treat patients with cystic fibrosis and Pseudomonas aeruginosa infection. Pediatric pulmonology. 2008 Jan; 43(1):47-58. doi: 10.1002/ppul.20736. [PMID: 18041081]
  • Pang-Hsin Hsieh, Yu-Han Chang, Shih-Hao Chen, Steve W N Ueng, Chun-Hsiung Shih. High concentration and bioactivity of vancomycin and aztreonam eluted from Simplex cement spacers in two-stage revision of infected hip implants: a study of 46 patients at an average follow-up of 107 days. Journal of orthopaedic research : official publication of the Orthopaedic Research Society. 2006 Aug; 24(8):1615-21. doi: 10.1002/jor.20214. [PMID: 16788986]
  • Ronald L Gibson, George Z Retsch-Bogart, Christopher Oermann, Carlos Milla, Joseph Pilewski, Cori Daines, Richard Ahrens, Kevin Leon, Morty Cohen, Sharon McNamara, Tracy L Callahan, Richard Markus, Jane L Burns. Microbiology, safety, and pharmacokinetics of aztreonam lysinate for inhalation in patients with cystic fibrosis. Pediatric pulmonology. 2006 Jul; 41(7):656-65. doi: 10.1002/ppul.20429. [PMID: 16703579]
  • Mario Perotti, Nicasio Mancini, Annalisa Cavallero, Silvia Carletti, Filippo Canducci, Roberto Burioni, Massimo Clementi. Quantitation of Bacillus clausii in biological samples by real-time polymerase chain reaction. Journal of microbiological methods. 2006 Jun; 65(3):632-6. doi: 10.1016/j.mimet.2005.10.010. [PMID: 16318892]
  • Helio S Sader, Ronald N Jones. Comprehensive in vitro evaluation of cefepime combined with aztreonam or ampicillin/sulbactam against multi-drug resistant Pseudomonas aeruginosa and Acinetobacter spp. International journal of antimicrobial agents. 2005 May; 25(5):380-4. doi: 10.1016/j.ijantimicag.2005.01.011. [PMID: 15848291]
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