Meticillin (BioDeep_00000006437)

human metabolite blood metabolite Chemicals and Drugs

代谢物信息卡片

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

化学式: C17H20N2O6S (380.10420200000004)
中文名称:
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)C3=C(C=CC=C3OC)OC)C(=O)O)C
InChI: InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1

描述信息

Meticillin is only found in individuals that have used or taken this drug. It is one of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem]Like other beta-lactam antibiotics, meticillin acts by inhibiting the synthesis of bacterial cell walls. It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell wall of Gram-positive bacteria. It does this by binding to and competitively inhibiting the transpeptidase enzyme used by bacteria to cross-link the peptide (D-alanyl-alanine) used in peptidogylcan synthesis.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01C - Beta-lactam antibacterials, penicillins > J01CF - Beta-lactamase resistant penicillins
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

27 个代谢物同义名

(2S,5R,6R)-6-[(2,6-Dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-[(2,6-Dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate; (2S,5R,6R)-6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6beta-(2,6-Dimethoxybenzamido)penicillanic acid; 6Β-(2,6-dimethoxybenzamido)penicillanic acid; 6b-(2,6-Dimethoxybenzamido)penicillanic acid; 6-(2,6-Dimethoxybenzamido)penicillanic acid; 6beta-(2,6-Dimethoxybenzamido)penicillanate; Methicillin monohydrate, monosodium salt; 6b-(2,6-Dimethoxybenzamido)penicillanate; 6Β-(2,6-dimethoxybenzamido)penicillanate; Methicillin hydrate, monosodium salt; CSL Brand OF methicillin sodium; (2,6-Dimethoxyphenyl)penicillin; Penicillin, dimethoxyphenyl; Dimethoxyphenyl penicillin; Methicillin SodiuM; Methicillinum; Meticillinum; Meticilline; Staphcillin; methicillin; Methycillin; Methcillin; Meticillin; Meticilina; Metin

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:6827
KEGG: C07177
PubChem: 6087
PubChem: 4103
HMDB: HMDB0015541
Metlin: METLIN66601
DrugBank: DB01603
ChEMBL: CHEMBL575
Wikipedia: Meticillin
MeSH: Methicillin
chemspider: 5862
CAS: 61-32-5
PMhub: MS000019474
PubChem: 9386
PDB-CCD: MII
NIKKAJI: J2.341H

分类词条

Alpha amino acid esters

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)

13 个相关的物种来源信息

314068 Tanacetum argenteum:
13841 Diphasiastrum digitatum: 10.1039/B409720N
37429 Huperzia lucidula: 10.1039/B409720N
73627 Lycopodium deuterodensum: 10.1016/S0031-9422(00)81570-8
67258 Streptomyces cavourensis: 10.1007/S00114-019-1646-5
68179 Streptomyces bacillaris: 10.1007/S00114-019-1646-5
314068 Tanacetum argenteum:
13841 Diphasiastrum digitatum: 10.1039/B409720N
37429 Huperzia lucidula: 10.1039/B409720N
73627 Lycopodium deuterodensum: 10.1016/S0031-9422(00)81570-8
67258 Streptomyces cavourensis: 10.1007/S00114-019-1646-5
68179 Streptomyces bacillaris: 10.1007/S00114-019-1646-5
9606 Homo sapiens: -

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

Bhumika Sharma, Dipika Upadhyaya, Pratik Deshmukh, Sourabrata Chakraborty, Khageswar Sahu, Srinibas Satapathy, Shovan Kumar Majumder. Azadirachta indica (AI)leaf extract coated ZnO-AInanocore-shell particles for enhanced antibacterial activity against methicillin-resistantStaphylococcus aureus(MRSA). Biomedical materials (Bristol, England). 2024 Jan; 19(2):. doi: 10.1088/1748-605x/ad1df7. [PMID: 38215483]
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Anita Bułakowska, Jarosław Sławiński, Rafał Hałasa, Anna Hering, Magdalena Gucwa, J Renata Ochocka, Justyna Stefanowicz-Hajduk. An In Vitro Antimicrobial, Anticancer and Antioxidant Activity of N-[(2-Arylmethylthio)phenylsulfonyl]cinnamamide Derivatives. Molecules (Basel, Switzerland). 2023 Mar; 28(7):. doi: 10.3390/molecules28073087. [PMID: 37049849]
Haifa M Al Naim, Nermin El Semary. Laser Treatment Increases the Antimicrobial Efficacy of Cyanobacterial Extracts against Staphylococcusaureus (SA) and Methicillin-resistantStaphylococcus aureus (MRSA). International journal of environmental research and public health. 2022 10; 19(20):. doi: 10.3390/ijerph192013305. [PMID: 36293886]
Changfeng Zhang, Zhongliang Li, Qing Pan, Liping Fan, Ting Pan, Feng Zhu, Qian Pan, Li Shan, Liping Zhao. Berberine at sub-inhibitory concentration inhibits biofilm dispersal in Staphylococcus aureus. Microbiology (Reading, England). 2022 09; 168(9):. doi: 10.1099/mic.0.001243. [PMID: 36178801]
Wenjing Gao, Bin Li, Ling Ling, Li Zhang, Shaoning Yu. MALDI-TOF MS method for differentiation of methicillin-sensitive and methicillin-resistant Staphylococcus aureus using (E)-Propyl α-cyano-4-Hydroxyl cinnamylate. Talanta. 2022 Jul; 244(?):123405. doi: 10.1016/j.talanta.2022.123405. [PMID: 35349841]
Philip Nikolic, Poonam Mudgil, David G Harman, John Whitehall. Untargeted lipidomic differences between clinical strains of methicillin-sensitive and methicillin-resistant Staphylococcus aureus. Infectious diseases (London, England). 2022 07; 54(7):497-507. doi: 10.1080/23744235.2022.2049863. [PMID: 35277120]
Robert Strengen Bigseth, Håkon Sandholdt, Andreas Petersen, Christian Østergaard, Thomas Benfield, Louise Thorlacius-Ussing. Comparable Effectiveness of Cefuroxime and Piperacillin-Tazobactam as Empirical Therapy for Methicillin-Susceptible Staphylococcus aureus Bacteremia. Microbiology spectrum. 2022 06; 10(3):e0153021. doi: 10.1128/spectrum.01530-21. [PMID: 35438533]
Taizong Wu, Angela A Salim, Zeinab G Khalil, Paul V Bernhardt, Robert J Capon. Glenthmycins A-M: Macrocyclic Spirotetronate Polyketide Antibacterials from the Australian Pasture Plant-Derived Streptomyces sp. CMB-PB041. Journal of natural products. 2022 06; 85(6):1641-1657. doi: 10.1021/acs.jnatprod.2c00444. [PMID: 35640100]
Faiz Ul Haq, Muhammad Imran, Sidrah Saleem, Usman Aftab, Ayesha Ghazal. Investigation of Morchella esculenta and Morchella conica for their antibacterial potential against methicillin-susceptible Staphylococcus aureus, methicillin-resistant Staphylococcus aureus and Streptococcus pyogenes. Archives of microbiology. 2022 Jun; 204(7):391. doi: 10.1007/s00203-022-03003-8. [PMID: 35699800]
S-C Wong, J H-K Chen, L L-H Yuen, V W-M Chan, C H-Y AuYeung, S S-M Leung, S Y-C So, B W-K Chan, X Li, J O-Y Leung, P-K Chung, P-H Chau, D C Lung, J Y-C Lo, E S-K Ma, H Chen, K-Y Yuen, V C-C Cheng. Air dispersal of meticillin-resistant Staphylococcus aureus in residential care homes for the elderly: implications for transmission during the COVID-19 pandemic. The Journal of hospital infection. 2022 May; 123(?):52-60. doi: 10.1016/j.jhin.2022.02.012. [PMID: 35196559]
Toshiaki Komatsu, Satomi Tsumuraya, Yoko Takayama, Takashi Kaizu, Mikiko Okamoto, Hiroshi Tajima, Nobuyuki Nishizawa, Hidefumi Kubo, Yusuke Kumamoto, Hirotsugu Okamoto, Hideaki Hanaki, Koichiro Atsuda. Population Pharmacokinetic-Pharmacodynamic Target Attainment Analysis of Flomoxef in the Serum and Liver Tissue of Patients Undergoing Hepatic Resection. Antimicrobial agents and chemotherapy. 2022 04; 66(4):e0230321. doi: 10.1128/aac.02303-21. [PMID: 35306834]
Zhi Xu. Hybrid Molecules with Potential Activity Against Methicillin-resistance Staphylococcus aureus-Part II. Current topics in medicinal chemistry. 2022 ; 22(1):24. doi: 10.2174/156802662201220105103127. [PMID: 35220929]
Yener Özel, Umut Yılmaz, Mehmet Ünlü, Gülhan Vardar Ünlü. [Antibacterial Activity and Synergistic Interaction of Various Essential Oil Components and Antibiotics]. Mikrobiyoloji bulteni. 2022 Jan; 56(1):95-102. doi: 10.5578/mb.20229908. [PMID: 35088963]
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Tomohisa Yamashita, Komei Sato, Keitaro Nishizawa, Yuka Matsuhisa, Hironori Kobayashi. Atypical anti-glomerular basement membrane disease complicated by methicillin-susceptible Staphylococcus aureus infection-related rapidly progressive glomerulonephritis: a case report and literature review. CEN case reports. 2021 08; 10(3):348-353. doi: 10.1007/s13730-020-00564-9. [PMID: 33460013]
Sema Yildirim Arslan, Zumrut Sahbudak Bal, Gizem Guner Ozenen, Nimet Melis Bilen, Zafer Kurugol, Ferda Ozkinay. Cervical abscess caused by methicillin-susceptible Staphylococcus aureus in an infant infected with SARS-CoV-2: Diagnostic dilemma. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2021 Jul; 27(7):1092-1096. doi: 10.1016/j.jiac.2021.03.017. [PMID: 33814352]
Aunie Danyalian, Ivett Padron, Patricia Almeida, Mauricio Danckers. Fulminant methicillin-sensitive Staphylococcus aureus infection: from pinprick to multiorgan failure. BMJ case reports. 2021 May; 14(5):. doi: 10.1136/bcr-2020-239396. [PMID: 33975834]
Seemi Tasnim Alam, Hoseong Hwang, Jong Dai Son, Uyen Tram Tu Nguyen, Jin-Soo Park, Hak Cheol Kwon, Jaeyoung Kwon, Kyungsu Kang. Natural photosensitizers from Tripterygium wilfordii and their antimicrobial photodynamic therapeutic effects in a Caenorhabditis elegans model. Journal of photochemistry and photobiology. B, Biology. 2021 May; 218(?):112184. doi: 10.1016/j.jphotobiol.2021.112184. [PMID: 33848804]
Zhi Xu. Hybrid Molecules with Potential Activity Against Methicillin-resistance Staphylococcus aureus Part I. Current topics in medicinal chemistry. 2021 ; 21(27):2439. doi: 10.2174/156802662127211112100724. [PMID: 34911416]
François Galodé, Gael Dournes, Jean-François Chateil, Michael Fayon, Cyrielle Collet, Stéphanie Bui. Impact at school age of early chronic methicillin-sensitive Staphylococcus aureus infection in children with cystic fibrosis. Pediatric pulmonology. 2020 10; 55(10):2641-2645. doi: 10.1002/ppul.24906. [PMID: 32543758]
Jianjun Chen, Chaolin Huang, Yanan Zhang, Sai Zhang, Meilin Jin. Severe Acute Respiratory Syndrome Coronavirus 2-Specific Antibodies in Pets in Wuhan, China. The Journal of infection. 2020 09; 81(3):e68-e69. doi: 10.1016/j.jinf.2020.06.045. [PMID: 32579982]
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Lynn Chan, Noreen H Chan-Tompkins, James Como, Anthony J Guarascio. Retrospective Analysis of Adverse Drug Events Between Nafcillin Versus Cefazolin for Treatment of Methicillin-Susceptible Staphylococcus aureus Infections. The Annals of pharmacotherapy. 2020 07; 54(7):662-668. doi: 10.1177/1060028019897267. [PMID: 31888347]
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Dina Raafat, Daniel M Mrochen, Fawaz Al'Sholui, Elisa Heuser, René Ryll, Kathleen R Pritchett-Corning, Jens Jacob, Bernd Walther, Franz-Rainer Matuschka, Dania Richter, Uta Westerhüs, Jiri Pikula, Jens van den Brandt, Werner Nicklas, Stefan Monecke, Birgit Strommenger, Sarah van Alen, Karsten Becker, Rainer G Ulrich, Silva Holtfreter. Molecular Epidemiology of Methicillin-Susceptible and Methicillin-Resistant Staphylococcus aureus in Wild, Captive and Laboratory Rats: Effect of Habitat on the Nasal S. aureus Population. Toxins. 2020 01; 12(2):. doi: 10.3390/toxins12020080. [PMID: 31991690]
Ravichandran Swathirajan Chinnambedu, Ragavan Rameshkumar Marimuthu, Suhas Solomon Sunil, Pradeep Amrose, Vignesh Ramachandran, Balakrishnan Pachamuthu. Changing antibiotic resistance profile of Staphylococcus aureus isolated from HIV patients (2012-2017) in Southern India. Journal of infection and public health. 2020 Jan; 13(1):75-79. doi: 10.1016/j.jiph.2019.06.015. [PMID: 31402312]
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