Clavulanate (BioDeep_00000006271)

Main id: BioDeep_00000015949

 

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

化学式: C8H9NO5 (199.0480704)
中文名称: 克拉维酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.17%

分子结构信息

SMILES: C(=C\1/[C@H](C(=O)O)N2C(=O)C[C@H]2O1)\CO
InChI: InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1

描述信息

Clavulanic acid and its salts and esters. The acid is a suicide inhibitor of bacterial beta-lactamase enzymes from Streptomyces clavuligerus. Administered alone, it has only weak antibacterial activity against most organisms, but given in combination with beta-lactam antibiotics prevents antibiotic inactivation by microbial lactamase. [PubChem].
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D065093 - beta-Lactamase Inhibitors
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D002969 - Clavulanic Acids
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
C2140 - Adjuvant > C183118 - Beta-lactamase Inhibitor
It is used as a food additive .
D004791 - Enzyme Inhibitors

同义名列表

27 个代谢物同义名

(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid; (2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylIC ACID; (Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylate; (2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate; Clavulanic acid, monopotassium salt; Clavulanic acid, monosodium salt; Clavulanicacidpotassiumsalt; Potassium, clavulanate; Clavulanate, potassium; Clavulanate potassium; Potassium clavulanate; Antibiotic MM 14151; Acidum clavulanicum; Clavulanate, sodium; Acide clavulanique; Enzymes, bacterial; Sodium clavulanate; Acido clavulanico; Clavulonic acid; Clavulanic acid; Clavulansaeure; Clavulonate; Clavulanate; BRL 14151; Clavulox; MM 14151; CVA



数据库引用编号

23 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)

7 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

  • Naglaa F S Awad, Marwa I Abd El-Hamid, Nehal M Nabil, Maram M Tawakol, Samah Eid, Mayasar I Al-Zaban, Heba Farouk, Shadi A Zakai, Amr Elkelish, Mona S Ibrahim, Hanim A Mahmoud, Sanaa M Salem, Hala M Ismail, Rehab I Hamed. Multidrug resistant and multivirulent avian bacterial pathogens: tackling experimental leg disorders using phytobiotics and antibiotics alone or in combination. Poultry science. 2023 Nov; 102(11):102889. doi: 10.1016/j.psj.2023.102889. [PMID: 37666144]
  • Vinod Kumar, Anu Radha, Varsha Sharma, Nagaraju Nekkala, Saurabh Saran. Utilization of xylose enriched extract from spent lemongrass hydrolysate for clavulanic acid production using Streptomyces clavuligerus (MTCC 1142). Bioresource technology. 2023 Sep; 384(?):129268. doi: 10.1016/j.biortech.2023.129268. [PMID: 37286045]
  • Nagwa A Shoeib, Lamiaa A Al-Madboly, Amany E Ragab. In vitro and in silico β-lactamase inhibitory properties and phytochemical profile of Ocimum basilicum cultivated in central delta of Egypt. Pharmaceutical biology. 2022 Dec; 60(1):1969-1980. doi: 10.1080/13880209.2022.2127791. [PMID: 36226757]
  • Winnie Bao, Mira Koro, Gabriel W Loh, Ana Ortiz. Urinary Tract Infections in Long-term Care: Evaluation of Uropathogens, Antibiotic Susceptibility, and Empiric Treatment. The Senior care pharmacist. 2022 Jun; 37(6):232-243. doi: 10.4140/tcp.n.2022.232. [PMID: 35610764]
  • Milo Gatti, Michele Fusaroli, Emanuel Raschi, Irene Capelli, Elisabetta Poluzzi, Fabrizio De Ponti. Crystal nephropathy and amoxicillin: insights from international spontaneous reporting systems. Journal of nephrology. 2022 04; 35(3):1017-1027. doi: 10.1007/s40620-021-01191-y. [PMID: 34762277]
  • Petar D Petrov, Polina Soluyanova, Sonia Sánchez-Campos, José V Castell, Ramiro Jover. Molecular mechanisms of hepatotoxic cholestasis by clavulanic acid: Role of NRF2 and FXR pathways. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2021 Dec; 158(?):112664. doi: 10.1016/j.fct.2021.112664. [PMID: 34767876]
  • André Birgy, Fouad Madhi, Camille Jung, Corinne Levy, Aurélie Cointe, Philippe Bidet, Claire Amaris Hobson, Stéphane Bechet, Elsa Sobral, Hoang Vuthien, Agnès Ferroni, Saïd Aberrane, Gaëlle Cuzon, Laetitia Beraud, Vincent Gajdos, Elise Launay, Didier Pinquier, Hervé Haas, Marie Desmarest, Marie-Aliette Dommergues, Robert Cohen, Stéphane Bonacorsi. Clavulanate combinations with mecillinam, cefixime or cefpodoxime against ESBL-producing Enterobacterales frequently associated with blaOXA-1 in a paediatric population with febrile urinary tract infections. The Journal of antimicrobial chemotherapy. 2021 10; 76(11):2839-2846. doi: 10.1093/jac/dkab289. [PMID: 34453533]
  • S Ognenovska, Z Chen, C Mukerjee, K H Moore, K J Mansfield. Bacterial colonization of bladder urothelial cells in women with refractory Detrusor Overactivity: the effects of antibiotic therapy. Pathogens and disease. 2021 07; 79(6):. doi: 10.1093/femspd/ftab031. [PMID: 34143186]
  • Kehinde C Mofolorunsho, Hannah O Ocheni, Ruth F Aminu, Cornelius A Omatola, Olabisi O Olowonibi. Prevalence and antimicrobial susceptibility of extended-spectrum beta lactamases-producing Escherichia coli and Klebsiella pneumoniae isolated in selected hospitals of Anyigba, Nigeria. African health sciences. 2021 Jun; 21(2):505-512. doi: 10.4314/ahs.v21i2.4. [PMID: 34795702]
  • Sînziana Cristea, Elke H J Krekels, Karel Allegaert, Peter De Paepe, Annick de Jaeger, Pieter De Cock, Catherijne A J Knibbe. Estimation of Ontogeny Functions for Renal Transporters Using a Combined Population Pharmacokinetic and Physiology-Based Pharmacokinetic Approach: Application to OAT1,3. The AAPS journal. 2021 05; 23(3):65. doi: 10.1208/s12248-021-00595-9. [PMID: 33948771]
  • Kristina Putecova, Katerina Nedbalcova, Iva Bartejsova, Monika Zouharova, Katarina Matiaskova, Kamil Stastny. Mass spectrometric identification and quantification of the antibiotic clavulanic acid in broiler chicken plasma and meat as a necessary analytical tool in finding ways to increase the effectiveness of currently used antibiotics in the treatment of broiler chickens. Analytical and bioanalytical chemistry. 2021 May; 413(13):3561-3571. doi: 10.1007/s00216-021-03307-6. [PMID: 33851228]
  • Muhammad Asim, Farooq Ahmad, Mohammed Akhtar. Florid Interstitial Hemorrhages: A Novel Feature of Amoxicillin-Clavulanate-Induced Acute Tubulointerstitial Nephritis. The American journal of case reports. 2021 Mar; 22(?):e928989. doi: 10.12659/ajcr.928989. [PMID: 33716294]
  • Jennifer Gregory, Bichtram Huynh, Brittany Tayler, Chaitali Korgaonkar-Cherala, Gina Garrison, Ashar Ata, Paul Sorum. High-Dose vs Standard-Dose Amoxicillin Plus Clavulanate for Adults With Acute Sinusitis: A Randomized Clinical Trial. JAMA network open. 2021 03; 4(3):e212713. doi: 10.1001/jamanetworkopen.2021.2713. [PMID: 33755168]
  • Kate KuKanich, Kallie Woodruff, Zackery Bieberly, Mark G Papich, Butch KuKanich. Evaluation of urine concentrations of amoxicillin and clavulanate in cats. Journal of veterinary internal medicine. 2021 Jan; 35(1):456-461. doi: 10.1111/jvim.15991. [PMID: 33280171]
  • Moli Wang, Yanxia Gao, Xueli Liu, Jing Zhang, Qiang Wang, Junshan Chang, Lantong Zhang. Determination and pharmacokinetic analysis of ticarcillin disodium-clavulanate potassium for injection in rat plasma by UPLC-ESI-MS/MS. The Journal of international medical research. 2020 Dec; 48(12):300060520967822. doi: 10.1177/0300060520967822. [PMID: 33356736]
  • Timothy J Davies, Nicole Stoesser, Anna E Sheppard, Manal Abuoun, Philip Fowler, Jeremy Swann, T Phuong Quan, David Griffiths, Alison Vaughan, Marcus Morgan, Hang T T Phan, Katie J Jeffery, Monique Andersson, Matt J Ellington, Oskar Ekelund, Neil Woodford, Amy J Mathers, Robert A Bonomo, Derrick W Crook, Tim E A Peto, Muna F Anjum, A Sarah Walker. Reconciling the Potentially Irreconcilable? Genotypic and Phenotypic Amoxicillin-Clavulanate Resistance in Escherichia coli. Antimicrobial agents and chemotherapy. 2020 05; 64(6):. doi: 10.1128/aac.02026-19. [PMID: 32205351]
  • Wenxia Zhang, Yan Guo, Yang Yang, Dong Dong, Yonggui Zheng, Demei Zhu, Fupin Hu. Study of In Vitro Synergistic Bactericidal Activity of Dual β-Lactam Antibiotics Against KPC-2-Producing Klebsiella pneumoniae. Microbial drug resistance (Larchmont, N.Y.). 2020 Mar; 26(3):204-210. doi: 10.1089/mdr.2019.0126. [PMID: 31553260]
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  • Zhuoer Xie, L Edwin Gonzalez, Christina R Ferreira, Anna Vorsilak, Dylan Frabutt, Tiago J P Sobreira, Michael Pugia, R Graham Cooks. Multiple Reaction Monitoring Profiling (MRM-Profiling) of Lipids To Distinguish Strain-Level Differences in Microbial Resistance in Escherichia coli. Analytical chemistry. 2019 09; 91(17):11349-11354. doi: 10.1021/acs.analchem.9b02465. [PMID: 31398004]
  • Nekane Barbero, Rubén Fernández-Santamaría, Cristobalina Mayorga, Ángela Martin-Serrano, María Salas, Gador Bogas, Francisco Nájera, Dolores Pérez-Sala, Ezequiel Pérez-Inestrosa, Tahia D Fernandez, María I Montañez, María J Torres. Identification of an antigenic determinant of clavulanic acid responsible for IgE-mediated reactions. Allergy. 2019 08; 74(8):1490-1501. doi: 10.1111/all.13761. [PMID: 30829415]
  • Kamilia Abdelraouf, Sean M Stainton, David P Nicolau. In Vivo Pharmacodynamic Profile of Ceftibuten-Clavulanate Combination against Extended-Spectrum-β-Lactamase-Producing Enterobacteriaceae in the Murine Thigh Infection Model. Antimicrobial agents and chemotherapy. 2019 07; 63(7):. doi: 10.1128/aac.00145-19. [PMID: 31061165]
  • Elizabeth T Cirulli, Paola Nicoletti, Karen Abramson, Raul J Andrade, Einar S Bjornsson, Naga Chalasani, Robert J Fontana, Pär Hallberg, Yi Ju Li, M Isabel Lucena, Nanye Long, Mariam Molokhia, Matthew R Nelson, Joseph A Odin, Munir Pirmohamed, Thorunn Rafnar, Jose Serrano, Kári Stefánsson, Andrew Stolz, Ann K Daly, Guruprasad P Aithal, Paul B Watkins. A Missense Variant in PTPN22 is a Risk Factor for Drug-induced Liver Injury. Gastroenterology. 2019 05; 156(6):1707-1716.e2. doi: 10.1053/j.gastro.2019.01.034. [PMID: 30664875]
  • Annet E Heuvelink, Maaike A Gonggrijp, Rianne G J Buter, Carlijn C Ter Bogt-Kappert, Gerdien van Schaik, Annet G J Velthuis, Theo J G M Lam. Prevalence of extended-spectrum and AmpC β-lactamase-producing Escherichia coli in Dutch dairy herds. Veterinary microbiology. 2019 May; 232(?):58-64. doi: 10.1016/j.vetmic.2019.04.005. [PMID: 31030845]
  • Yusuf S Althobaiti, Fahad S Alshehri, Alqassem Y Hakami, Alaa M Hammad, Youssef Sari. Effects of Clavulanic Acid Treatment on Reinstatement to Methamphetamine, Glial Glutamate Transporters, and mGluR 2/3 Expression in P Rats Exposed to Ethanol. Journal of molecular neuroscience : MN. 2019 Jan; 67(1):1-15. doi: 10.1007/s12031-018-1194-z. [PMID: 30471010]
  • Dagan Osborne Lonsdale, Jeffrey Lipman, Amelia Livermore, Brett McWhinney, Jacobus P J Ungerer, Jason A Roberts. Amoxicillin-Clavulanate Dosing in the Intensive Care Unit: The Additive Effect of Renal Replacement Therapy in a Patient with Normal Kidney Function. Chemotherapy. 2019; 64(4):173-176. doi: 10.1159/000505057. [PMID: 31940615]
  • Celia Rousseau, Lionel Piroth, Vincent Pernin, Elisabeth Cassuto, Isabelle Etienne, Ahmed Jeribi, Nassim Kamar, Claire Pouteil-Noble, Christiane Mousson. Actinomycosis: An infrequent disease in renal transplant recipients?. Transplant infectious disease : an official journal of the Transplantation Society. 2018 Dec; 20(6):e12970. doi: 10.1111/tid.12970. [PMID: 30055044]
  • Bai Wei, Min Kang, Hyung-Kwan Jang. Evaluation of potassium clavulanate supplementation of Bolton broth for enrichment and detection of Campylobacter from chicken. PloS one. 2018; 13(10):e0205324. doi: 10.1371/journal.pone.0205324. [PMID: 30356296]
  • Alejandro Hoberman, Jack L Paradise, Howard E Rockette, Jong-Hyeon Jeong, Diana H Kearney, Sonika Bhatnagar, Timothy R Shope, Gysella Muñiz, Judith M Martin, Marcia Kurs-Lasky, MaryAnn Haralam, Marcia A Pope, Jennifer P Nagg, Wenchen Zhao, Mohammad Kowser Miah, Jan Beumer, Raman Venkataramanan, Nader Shaikh. Reduced-Concentration Clavulanate for Young Children with Acute Otitis Media. Antimicrobial agents and chemotherapy. 2017 07; 61(7):. doi: 10.1128/aac.00238-17. [PMID: 28438923]
  • J Lee, S C Ji, B Kim, S Yi, K H Shin, J Y Cho, K S Lim, S H Lee, S H Yoon, J Y Chung, K S Yu, H S Park, S H Kim, I J Jang. Exploration of Biomarkers for Amoxicillin/Clavulanate-Induced Liver Injury: Multi-Omics Approaches. Clinical and translational science. 2017 05; 10(3):163-171. doi: 10.1111/cts.12425. [PMID: 27785887]
  • A Ochoa-Aguilar, M A Sotomayor-Sobrino, R Jaimez, R Rodríguez, R Plancarte-Sánchez, R Ventura-Martinez. Antiallodynic Activity of Ceftriaxone and Clavulanic Acid in Acute Administration is Associated with Serum TNF-α Modulation and Activation of Dopaminergic and Opioidergic Systems. Drug development research. 2017 03; 78(2):105-115. doi: 10.1002/ddr.21381. [PMID: 28345130]
  • Toufic A Kabbani, Kumar Pallav, Scot E Dowd, Javier Villafuerte-Galvez, Rohini R Vanga, Natalia E Castillo, Joshua Hansen, Melinda Dennis, Daniel A Leffler, Ciarán P Kelly. Prospective randomized controlled study on the effects of Saccharomyces boulardii CNCM I-745 and amoxicillin-clavulanate or the combination on the gut microbiota of healthy volunteers. Gut microbes. 2017 01; 8(1):17-32. doi: 10.1080/19490976.2016.1267890. [PMID: 27973989]
  • Raju Bhandari, Narayan Dutt Pant, Asia Poudel, Mukunda Sharma. Assessment of the effectiveness of three different cephalosporin/clavulanate combinations for the phenotypic confirmation of extended-spectrum beta-lactamase producing bacteria isolated from urine samples at National Public Health Laboratory, Kathmandu, Nepal. BMC research notes. 2016 08; 9(?):390. doi: 10.1186/s13104-016-2192-2. [PMID: 27488224]
  • Yaxin Fan, Xiaojie Wu, Miao Zhao, Beining Guo, Guoying Cao, Jicheng Yu, Yuancheng Chen, Jing Zhang. Rapid and Simultaneous Quantitation of Amoxicillin and Clavulanic Acid in Human Plasma and Urine by Ultra-Performance Liquid Chromatography Tandem Mass Spectrometry and Its Application to a Pharmacokinetic Study. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2016; 32(12):1269-1276. doi: 10.2116/analsci.32.1269. [PMID: 27941254]
  • Pieter A J G De Cock, Joseph F Standing, Charlotte I S Barker, Annick de Jaeger, Evelyn Dhont, Mieke Carlier, Alain G Verstraete, Joris R Delanghe, Hugo Robays, Peter De Paepe. Augmented renal clearance implies a need for increased amoxicillin-clavulanic acid dosing in critically ill children. Antimicrobial agents and chemotherapy. 2015 Nov; 59(11):7027-35. doi: 10.1128/aac.01368-15. [PMID: 26349821]
  • Sophia Lionaki, Konstantinos Panagiotellis, Demetrios Moris, George Daikos, Mina Psyhogiou, Spiridon Vernadakis, Georgios Zavos, John N Boletis. Clostridium difficile infection among kidney transplant recipients: frequency, clinical presentation, and outcome. APMIS : acta pathologica, microbiologica, et immunologica Scandinavica. 2015 Mar; 123(3):234-9. doi: 10.1111/apm.12348. [PMID: 25556694]
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