Mecillinam (BioDeep_00000399327)
Main id: BioDeep_00000003139
natural product
代谢物信息卡片
Amdinocillin
化学式: C15H23N3O3S (325.146)
中文名称: 美西林
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)O)C
InChI: InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1
描述信息
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
2 个代谢物同义名
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:51208
- KEGG: C21545
- KEGGdrug: D02888
- PubChem: 36273
- Metlin: METLIN942
- DrugBank: DB01163
- ChEMBL: CHEMBL258646
- ChEMBL: CHEMBL530
- MeSH: Amdinocillin
- CAS: 32887-01-7
- CAS: 79580-20-4
- MoNA: FiehnHILIC002076
- MoNA: FiehnHILIC000504
- MoNA: CCMSLIB00000078990
- MetaboLights: MTBLC51208
- PubChem: 336445183
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
- 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] - Mengyun Yin, Guoping Hu, Zhen Shen, Chengli Fang, Xuefei Zhang, Dan Li, Yohei Doi, Yu Zhang, Minggui Wang, Qinglan Guo. In Vivo Evolution of CTX-M-215, a Novel Narrow-Spectrum β-Lactamase in an Escherichia coli Clinical Isolate Conferring Resistance to Mecillinam.
Antimicrobial agents and chemotherapy.
2020 10; 64(11):. doi:
10.1128/aac.00562-20. [PMID: 32868328] - Ilya Nikolaevich Zykov, Niels Frimodt-Møller, Lars Småbrekke, Arnfinn Sundsfjord, Ørjan Samuelsen. Efficacy of mecillinam against clinical multidrug-resistant Escherichia coli in a murine urinary tract infection model.
International journal of antimicrobial agents.
2020 Feb; 55(2):105851. doi:
10.1016/j.ijantimicag.2019.11.008. [PMID: 31770624] - Karen Leth Nielsen, Katrine Hartung Hansen, Jesper Boye Nielsen, Jenny Dahl Knudsen, Kristian Schønning, Niels Frimodt-Møller, Frederik Boëtius Hertz, Filip Jansåker. Mutational change of CTX-M-15 to CTX-M-127 resulting in mecillinam resistant Escherichia coli during pivmecillinam treatment of a patient.
MicrobiologyOpen.
2019 12; 8(12):e941. doi:
10.1002/mbo3.941. [PMID: 31573735] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Frieder Fuchs, Axel Hamprecht. Results from a Prospective In Vitro Study on the Mecillinam (Amdinocillin) Susceptibility of Enterobacterales.
Antimicrobial agents and chemotherapy.
2019 04; 63(4):. doi:
10.1128/aac.02402-18. [PMID: 30917983] - Aurore Bousquet, Sarah Bugier, Sébastien Larréché, Christine Bigaillon, Philippe Weber, Hervé Delacour, Eric Valade, Dominique De Briel, Audrey Mérens. Clinical isolates of Escherichia coli solely resistant to mecillinam: prevalence and epidemiology.
International journal of antimicrobial agents.
2018 Mar; 51(3):493-497. doi:
10.1016/j.ijantimicag.2017.11.001. [PMID: 29154843] - Elisabeth Thulin, Måns Thulin, Dan I Andersson. Reversion of High-level Mecillinam Resistance to Susceptibility in Escherichia coli During Growth in Urine.
EBioMedicine.
2017 Sep; 23(?):111-118. doi:
10.1016/j.ebiom.2017.08.021. [PMID: 28855073] - Michael Kresken, Barbara Körber-Irrgang, Kurt G Naber. [In-vitro activity of mecillinam against urine isolates of Escherichia coli from outpatient departments in Germany].
Aktuelle Urologie.
2017 May; 48(3):243-247. doi:
10.1055/s-0043-102153. [PMID: 28427111] - C Duployez, C Loiez, C Cattoen, D Descamps, F Wallet, A Vachée. In vitro susceptibility to mecillinam of Escherichia coli strains isolated from the urine of pregnant women.
Medecine et maladies infectieuses.
2016 Dec; 46(8):436-441. doi:
10.1016/j.medmal.2016.07.007. [PMID: 27609597] - Einar Nilsen, Marie Aasterød, Per Sandved Hustad, Anne Olaug Olsen. Mecillinam against genital Chlamydia trachomatis infection: a small-scale proof-of-concept study shows a low cure rate.
The Journal of antimicrobial chemotherapy.
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Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke.
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2005 Jun; 23(2):115-9. doi:
10.1080/02813430510015287. [PMID: 16036551] - M Ansaruzzaman, Marzia Sultana, Kaisar A Talukder, K Alam, S Matsushita, Ashrafus Safa, Bijay K Khajanchi, Dilip K Dutta, Zhahirul Islam, M John Albert, G Balakrish Nair, David A Sack. Isolation and characterization of provisional serovar Shigella boydii E16553 from diarrhoeal patients in Bangladesh.
Journal of medical microbiology.
2005 May; 54(Pt 5):477-480. doi:
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The Journal of antimicrobial chemotherapy.
2005 Mar; 55(3):383-6. doi:
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International journal of antimicrobial agents.
2005 Mar; 25(3):198-204. doi:
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Scandinavian journal of infectious diseases.
2005; 37(4):262-8. doi:
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Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases.
2004 Jan; 10(1):54-61. doi:
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Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke.
2003 Aug; 123(15):2021-2. doi:
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Antimicrobial agents and chemotherapy.
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The Journal of antimicrobial chemotherapy.
2003 Jan; 51(1):69-76. doi:
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2002 Oct; 50(4):513-6. doi:
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The New Zealand medical journal.
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10.1111/j.1365-2885.1986.tb00059.x. [PMID: 3543397] - K G Naber, R Wittenberger. In vitro activity of aminopenicillins combined with sulbactam, clavulanic acid, or amdinocillin against bacteria isolated from patients with complicated urinary tract infections.
Reviews of infectious diseases.
1986 Nov; 8 Suppl 5(?):S604-8. doi:
10.1093/clinids/8.supplement_5.s604. [PMID: 3026011] - T A Zinchenko, M V Starkov, E A Rudzit, L I Lisitsa. [Comparative study of the chemotherapeutic effectiveness of mecillinam, ampicillin and their combination in coli bacillary pyelonephritis in rats].
Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology.
1986 Jan; 31(1):40-3. doi:
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Scandinavian journal of infectious diseases.
1986; 18(6):575-81. doi:
10.3109/00365548609021665. [PMID: 3643648] - P Ostri, C Frimodt-Møller. Concentrations of mecillinam and ampicillin determined in serum and renal tissue: a single-dose pharmacokinetic study in patients undergoing nephrectomy.
Current medical research and opinion.
1986; 10(2):117-21. doi:
10.1185/03007998609110428. [PMID: 3709211] - N L Carlsen, U Hesselbjerg, P Glenting. Comparison of long-term, low-dose pivmecillinam and nitrofurantoin in the control of recurrent urinary tract infection in children. An open, randomized, cross-over study.
The Journal of antimicrobial chemotherapy.
1985 Oct; 16(4):509-17. doi:
10.1093/jac/16.4.509. [PMID: 4066562] - I H Patel, L D Bornemann, V M Brocks, L S Fang, N E Tolkoff-Rubin, R H Rubin. Pharmacokinetics of intravenous amdinocillin in healthy subjects and patients with renal insufficiency.
Antimicrobial agents and chemotherapy.
1985 Jul; 28(1):46-50. doi:
10.1128/aac.28.1.46. [PMID: 4037777] - S Kobayashi, A Inoue. [Absorption, distribution, metabolism and excretion of bacmecillinam. III. Absorption, metabolism and excretion of 14C-bacmecillinam following oral administration to dogs].
The Japanese journal of antibiotics.
1985 Apr; 38(4):1107-12. doi:
NULL. [PMID: 4032723] - S Kobayashi, A Inoue, T Deguchi. [Absorption, distribution, metabolism and excretion of bacmecillinam. I. Absorption, distribution, metabolism and excretion of 14C-bacmecillinam following oral administration to rats].
The Japanese journal of antibiotics.
1985 Apr; 38(4):1093-101. doi:
NULL. [PMID: 4032721] - S Kobayashi, A Inoue. [Absorption, distribution, metabolism and excretion of bacmecillinam. IV. Metabolites of bacmecillinam in human urine].
The Japanese journal of antibiotics.
1985 Apr; 38(4):1113-6. doi:
NULL. [PMID: 4032724] - S D Atukorala, S Singhanatha. Mecillinam--an in-vitro evaluation of antibacterial action against 'coliform' isolates from urine.
The Ceylon medical journal.
1985 Mar; 30(1):43-6. doi:
NULL. [PMID: 3854948] - H C Neu. Amdinocillin: a novel penicillin. Antibacterial activity, pharmacology and clinical use.
Pharmacotherapy.
1985 Jan; 5(1):1-10. doi:
10.1002/j.1875-9114.1985.tb04448.x. [PMID: 3885172] - A Schapira. Single-dose kinetics and dosage of mecillinam in renal failure and haemodialysis.
Clinical pharmacokinetics.
1984 Jul; 9(4):364-70. doi:
10.2165/00003088-198409040-00006. [PMID: 6088153] - N Jeppesen, C Frimodt-Møller. Serum concentrations and penetration into prostate of mecillinam and ampicillin.
Current medical research and opinion.
1984; 9(3):213-8. doi:
10.1185/03007998409109582. [PMID: 6499514] - C H Demos, E Green. Review of clinical experience with amdinocillin monotherapy and comparative studies.
The American journal of medicine.
1983 Aug; 75(2A):72-81. doi:
10.1016/0002-9343(83)90098-0. [PMID: 6311009] - A P Ball, A M Geddes. Management of enteric fever with amdinocillin.
The American journal of medicine.
1983 Aug; 75(2A):130-3. doi:
10.1016/0002-9343(83)90108-0. [PMID: 6311001] - J D Nelson, H Kusmiesz, S Shelton. Randomized trial of cefamandole plus amdinocillin versus cefamandole in serious pediatric infections.
The American journal of medicine.
1983 Aug; 75(2A):125-9. doi:
10.1016/0002-9343(83)90107-9. [PMID: 6311000] - F R Sattler, S Hall, C E Hanna, E A Green. Efficacy of amdinocillin and lack of nephrotoxicity when combined with a second beta-lactam antibiotic for therapy of serious gram-negative bacillary infections.
The American journal of medicine.
1983 Aug; 75(2A):106-12. doi:
10.1016/0002-9343(83)90104-3. [PMID: 6310997] - J G Gambertoglio, S L Barriere, E T Lin, J E Conte. Amdinocillin pharmacokinetics. Simultaneous administration with cephalothin and cerebrospinal fluid penetration.
The American journal of medicine.
1983 Aug; 75(2A):54-9. doi:
10.1016/0002-9343(83)90094-3. [PMID: 6311006] - R Cleeland, E Squires. Enhanced activity of beta-lactam antibiotics with amdinocillin in vitro and and in vivo.
The American journal of medicine.
1983 Aug; 75(2A):21-9. doi:
10.1016/0002-9343(83)90090-6. [PMID: 6311002] - J S Tan, S J Salstrom, T M File. Levels of amdinocillin in human plasma and interstitial fluid following intravenous administration.
The American journal of medicine.
1983 Aug; 75(2A):65-7. doi:
10.1016/0002-9343(83)90096-7. [PMID: 6311008] - H C Neu, S Srinivasan, E L Francke, C Ortiz-Neu, J G Christenson. Pharmacokinetics of amdinocillin and pivamdinocillin in normal volunteers.
The American journal of medicine.
1983 Aug; 75(2A):60-4. doi:
10.1016/0002-9343(83)90095-5. [PMID: 6311007] - T M File, J S Tan. Amdinocillin plus cefoxitin versus cefoxitin alone in therapy of mixed soft tissue infections (including diabetic foot infections).
The American journal of medicine.
1983 Aug; 75(2A):100-5. doi:
10.1016/0002-9343(83)90103-1. [PMID: 6310996] - J de Louvois, A Mulhall. Efficacy, pharmacology, and safety of amdinocillin in treatment of neonates.
The American journal of medicine.
1983 Aug; 75(2A):119-24. doi:
10.1016/0002-9343(83)90106-7. [PMID: 6310999] - J D Anderson, F Eftekhar. Study of the enhancement of beta-lactam activity by amdinocillin in a model of the human urinary bladder.
The American journal of medicine.
1983 Aug; 75(2A):42-7. doi:
10.1016/0002-9343(83)90092-x. [PMID: 6311004] - B R Meyers, J Jacobson, J Masci, E Srulevitch, S Z Hirschman. Pharmacokinetics of amdinocillin in healthy adults.
Antimicrobial agents and chemotherapy.
1983 Jun; 23(6):827-30. doi:
10.1128/aac.23.6.827. [PMID: 6311087] - E Celozzi, B A Pelak, E O Stapley, H H Gadebusch. Quaternary heterocyclylamino beta-lactams. IV. Comparison of the in vivo antibacterial activities of L-640,876, mecillinam, cefoxitin and cefotaxime.
The Journal of antibiotics.
1983 Jan; 36(1):64-9. doi:
10.7164/antibiotics.36.64. [PMID: 6088459] - F T Black, K Gaarslev, F Orskov, I Orskov, A Stenderup, J Stenderup, O Christensen. Mecillinam, a new prophylactic for travellers' diarrhoea. A prospective double-blind study in tourists travelling to Egypt and the Far East.
Scandinavian journal of infectious diseases.
1983; 15(2):189-93. doi:
10.3109/inf.1983.15.issue-2.11. [PMID: 6308754] - T L Lee, M A Brooks. Determination of amdinocillin in plasma and urine by high-performance liquid chromatography.
Journal of chromatography.
1982 Jan; 227(1):137-48. doi:
10.1016/s0378-4347(00)80363-1. [PMID: 6276424] - S L Barriere, J G Gambertoglio, E T Lin, J E Conte. Multiple-dose pharmacokinetics of amdinocillin in healthy volunteers.
Antimicrobial agents and chemotherapy.
1982 Jan; 21(1):54-7. doi:
10.1128/aac.21.1.54. [PMID: 6282208] - K Josefsson, T Bergan, L Magni, B G Pring, D Westerlund. Pharmacokinetics of bacmecillinam and pivmecillinam in volunteers.
European journal of clinical pharmacology.
1982; 23(3):249-52. doi:
10.1007/bf00547563. [PMID: 6293834] - O Garborg. Mecillinam in cerebrospinal fluid in children.
Clinical pharmacokinetics.
1981 Nov; 6(6):475-9. doi:
10.2165/00003088-198106060-00006. [PMID: 6274562] - T Wessel-Aas, P Svarva. [Clinical evaluation of intravenous mecillinam in patients with chronic urinary infection and reduced renal function].
Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke.
1981 Oct; 101(28):1573-5. doi:
NULL. [PMID: 6280334] - L K Pickering, I Rutherford. Effect of concentration and time upon inactivation of tobramycin, gentamicin, netilmicin and amikacin by azlocillin, carbenicillin, mecillinam, mezlocillin and piperacillin.
The Journal of pharmacology and experimental therapeutics.
1981 May; 217(2):345-9. doi:
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