Carbenicillin (BioDeep_00000006361)

 

Secondary id: BioDeep_00001867852

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

化学式: C17H18N2O6S (378.0885528)
中文名称: 羧苄西林
谱图信息: 最多检出来源 Homo sapiens(blood) 50%

分子结构信息

SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
InChI: InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1

描述信息

Carbenicillin is only found in individuals that have used or taken this drug. It is a broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. [PubChem]Free carbenicillin is the predominant pharmacologically active fraction of the salt. Carbenicillin exerts its antibacterial activity by interference with final cell wall synthesis of susceptible bacteria. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that carbenicillin interferes with an autolysin inhibitor.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01C - Beta-lactam antibacterials, penicillins > J01CA - Penicillins with extended spectrum
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D047090 - beta-Lactams
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D010406 - Penicillins
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

32 个代谢物同义名

(2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid; N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamate; Sanfer brand OF carbenicillin disodium salt; CSL Brand OF carbenicillin disodium salt; alpha-Phenyl(carboxymethylpenicillin); a-Phenyl(carboxymethylpenicillin); Α-phenyl(carboxymethylpenicillin); Carboxybenzylpenicillin acid; alpha-Carboxybenzylpencillin; Penicillin, carboxybenzyl; Α-carboxybenzylpencillin; Carboxybenzyl penicillin; a-Carboxybenzylpencillin; Carboxybenzylpenicillin; Disodium, carbenicillin; Carbenicillin disodium; Sodium carbenicillin; Carbenicillinum; Carbenicillina; Carbenicilline; Carbenicilina; Carbenicillin; Microcillin; Anabactyl; Carbapen; Carbecin; Pyopen; Geopen; CBPC



数据库引用编号

17 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)

3 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

  • Anbu Mozhi Thamizhchelvan, Abdul-Razak Masoud, Shanchun Su, Yan Lu, Hongying Peng, Yuichi Kobayashi, Yu Wang, Nathan K Archer, Song Hong. Bactericidal Efficacy of the Combination of Maresin-like Proresolving Mediators and Carbenicillin Action on Biofilm-Forming Burn Trauma Infection-Related Bacteria. International journal of molecular sciences. 2024 Feb; 25(5):. doi: 10.3390/ijms25052792. [PMID: 38474038]
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  • M Ali Fadel, Reem H El-Gebaly, Shaimaa A Mohamed, Ashraf M M Abdelbacki. Biophysical control of the growth of Agrobacterium tumefaciens using extremely low frequency electromagnetic waves at resonance frequency. Biochemical and biophysical research communications. 2017 12; 494(1-2):365-371. doi: 10.1016/j.bbrc.2017.10.008. [PMID: 28988110]
  • Anu A Thoppil, Sinjan Choudhary, Nand Kishore. Competitive binding of anticancer drugs 5-fluorouracil and cyclophosphamide with serum albumin: Calorimetric insights. Biochimica et biophysica acta. 2016 May; 1860(5):917-929. doi: 10.1016/j.bbagen.2016.01.026. [PMID: 26854955]
  • J X Juan, X H Yu, X M Jiang, Z Gao, Y Zhang, W Li, Y D Duan, G Yang. Agrobacterium-mediated transformation of tomato with the ICE1 transcription factor gene. Genetics and molecular research : GMR. 2015 Jan; 14(1):597-608. doi: 10.4238/2015.january.30.1. [PMID: 25729995]
  • Heather K Allen, Ran An, Jo Handelsman, Luke A Moe. A response regulator from a soil metagenome enhances resistance to the β-lactam antibiotic carbenicillin in Escherichia coli. PloS one. 2015; 10(3):e0120094. doi: 10.1371/journal.pone.0120094. [PMID: 25782011]
  • John R Zupan, Todd A Cameron, James Anderson-Furgeson, Patricia C Zambryski. Dynamic FtsA and FtsZ localization and outer membrane alterations during polar growth and cell division in Agrobacterium tumefaciens. Proceedings of the National Academy of Sciences of the United States of America. 2013 May; 110(22):9060-5. doi: 10.1073/pnas.1307241110. [PMID: 23674672]
  • Aaron T Wolman, Michael R Gionfriddo, Gregory A Heindel, Paran Mukhija, Sarah Witkowski, Ajay Bommareddy, Adam L Vanwert. Organic anion transporter 3 interacts selectively with lipophilic β-lactam antibiotics. Drug metabolism and disposition: the biological fate of chemicals. 2013 Apr; 41(4):791-800. doi: 10.1124/dmd.112.049569. [PMID: 23344796]
  • Aurijit Sarkar, Kelcey C Anderson, Glen E Kellogg. Computational analysis of structure-based interactions and ligand properties can predict efflux effects on antibiotics. European journal of medicinal chemistry. 2012 Jun; 52(?):98-110. doi: 10.1016/j.ejmech.2012.03.008. [PMID: 22483632]
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  • Nidhi Sofat, Saralili Dipa Robertson, Robin Wait. Fibronectin III 13-14 domains induce joint damage via Toll-like receptor 4 activation and synergize with interleukin-1 and tumour necrosis factor. Journal of innate immunity. 2012; 4(1):69-79. doi: 10.1159/000329632. [PMID: 21997473]
  • Cuiyue Liang, Lili Sun, Zhufang Yao, Hong Liao, Jiang Tian. Comparative analysis of PvPAP gene family and their functions in response to phosphorus deficiency in common bean. PloS one. 2012; 7(5):e38106. doi: 10.1371/journal.pone.0038106. [PMID: 22662274]
  • Guennaëlle Dieppois, Véréna Ducret, Olivier Caille, Karl Perron. The transcriptional regulator CzcR modulates antibiotic resistance and quorum sensing in Pseudomonas aeruginosa. PloS one. 2012; 7(5):e38148. doi: 10.1371/journal.pone.0038148. [PMID: 22666466]
  • Julien Verove, Cédric Bernarde, Yu-Sing Tammy Bohn, François Boulay, Marie-Josèphe Rabiet, Ina Attree, François Cretin. Injection of Pseudomonas aeruginosa Exo toxins into host cells can be modulated by host factors at the level of translocon assembly and/or activity. PloS one. 2012; 7(1):e30488. doi: 10.1371/journal.pone.0030488. [PMID: 22299042]
  • Jun Yang, Hui-Ping Bi, Wei-Juan Fan, Min Zhang, Hong-Xia Wang, Peng Zhang. Efficient embryogenic suspension culturing and rapid transformation of a range of elite genotypes of sweet potato (Ipomoea batatas [L.] Lam.). Plant science : an international journal of experimental plant biology. 2011 Dec; 181(6):701-11. doi: 10.1016/j.plantsci.2011.01.005. [PMID: 21958713]
  • Georgina Fabro, Jens Steinbrenner, Mary Coates, Naveed Ishaque, Laura Baxter, David J Studholme, Evelyn Körner, Rebecca L Allen, Sophie J M Piquerez, Alejandra Rougon-Cardoso, David Greenshields, Rita Lei, Jorge L Badel, Marie-Cecile Caillaud, Kee-Hoon Sohn, Guido Van den Ackerveken, Jane E Parker, Jim Beynon, Jonathan D G Jones. Multiple candidate effectors from the oomycete pathogen Hyaloperonospora arabidopsidis suppress host plant immunity. PLoS pathogens. 2011 Nov; 7(11):e1002348. doi: 10.1371/journal.ppat.1002348. [PMID: 22072967]
  • J Nathan Henderson, Agnieszka M Kuriata, Raimund Fromme, Michael E Salvucci, Rebekka M Wachter. Atomic resolution x-ray structure of the substrate recognition domain of higher plant ribulose-bisphosphate carboxylase/oxygenase (Rubisco) activase. The Journal of biological chemistry. 2011 Oct; 286(41):35683-35688. doi: 10.1074/jbc.c111.289595. [PMID: 21880724]
  • Motonori Tomita, Asuka Okutani, Avigdor Beiles, Eviatar Nevo. Genomic, RNA, and ecological divergences of the Revolver transposon-like multi-gene family in Triticeae. BMC evolutionary biology. 2011 Sep; 11(?):269. doi: 10.1186/1471-2148-11-269. [PMID: 21943048]
  • Jana Goldová, Aleš Ulrych, Kamil Hercík, Pavel Branny. A eukaryotic-type signalling system of Pseudomonas aeruginosa contributes to oxidative stress resistance, intracellular survival and virulence. BMC genomics. 2011 Aug; 12(?):437. doi: 10.1186/1471-2164-12-437. [PMID: 21880152]
  • Timothy F Murphy, Aimee L Brauer. Expression of urease by Haemophilus influenzae during human respiratory tract infection and role in survival in an acid environment. BMC microbiology. 2011 Aug; 11(?):183. doi: 10.1186/1471-2180-11-183. [PMID: 21843372]
  • Christopher A Saski, Zhigang Li, Frank A Feltus, Hong Luo. New genomic resources for switchgrass: a BAC library and comparative analysis of homoeologous genomic regions harboring bioenergy traits. BMC genomics. 2011 Jul; 12(?):369. doi: 10.1186/1471-2164-12-369. [PMID: 21767393]
  • Jennifer Del Giudice, Yvan Cam, Isabelle Damiani, Franck Fung-Chat, Eliane Meilhoc, Claude Bruand, Renaud Brouquisse, Alain Puppo, Alexandre Boscari. Nitric oxide is required for an optimal establishment of the Medicago truncatula-Sinorhizobium meliloti symbiosis. The New phytologist. 2011 Jul; 191(2):405-417. doi: 10.1111/j.1469-8137.2011.03693.x. [PMID: 21457261]
  • Hiroaki Saika, Akira Oikawa, Fumio Matsuda, Haruko Onodera, Kazuki Saito, Seiichi Toki. Application of gene targeting to designed mutation breeding of high-tryptophan rice. Plant physiology. 2011 Jul; 156(3):1269-77. doi: 10.1104/pp.111.175778. [PMID: 21543727]
  • Choonghee Lee, Hyung-Hwan Kim, Kyung Mi Choi, Kyung Won Chung, Yien Kyoung Choi, Mi Jung Jang, Tong-Soo Kim, Nam-Jun Chung, Ho-Gun Rhie, Ho-Sa Lee, Youngjoo Sohn, Hyuck Kim, Sung-Jae Lee, Hyeong-Woo Lee. Murine immune responses to a Plasmodium vivax-derived chimeric recombinant protein expressed in Brassica napus. Malaria journal. 2011 Apr; 10(?):106. doi: 10.1186/1475-2875-10-106. [PMID: 21529346]
  • Shanping He, Guihong Tan, Qian Liu, Kuowei Huang, Jiao Ren, Xu Zhang, Xiangchun Yu, Ping Huang, Chengcai An. The LSD1-interacting protein GILP is a LITAF domain protein that negatively regulates hypersensitive cell death in Arabidopsis. PloS one. 2011 Apr; 6(4):e18750. doi: 10.1371/journal.pone.0018750. [PMID: 21526181]
  • Christian Clepet. RNA captor: a tool for RNA characterization. PloS one. 2011 Apr; 6(4):e18445. doi: 10.1371/journal.pone.0018445. [PMID: 21533245]
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  • Ka Yu Siu, Mei Kuen Yu, Xinggang Wu, Min Zong, Michael G Roth, Hsiao Chang Chan, Sidney Yu. The non-catalytic carboxyl-terminal domain of ARFGAP1 regulates actin cytoskeleton reorganization by antagonizing the activation of Rac1. PloS one. 2011 Apr; 6(4):e18458. doi: 10.1371/journal.pone.0018458. [PMID: 21483700]
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  • Paola A Cappelletti, Rafael Freitas dos Santos, Alexandre M do Amaral, Rafael Augusto Homem, Thaís dos Santos Souza, Marcos A Machado, Chuck S Farah. Structure-function analysis of the HrpB2-HrcU interaction in the Xanthomonas citri type III secretion system. PloS one. 2011 Mar; 6(3):e17614. doi: 10.1371/journal.pone.0017614. [PMID: 21408079]
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