Bacitracin (BioDeep_00000002704)
Secondary id: BioDeep_00000407607, BioDeep_00001871392
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
(4R)-4-[(2S)-2-{[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazol-4-yl]formamido}-4-methylpentanamido]-4-{[(1S,2S)-1-{[(3S,6R,9S,12R,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid
化学式: C66H103N17O16S (1421.7489038)
中文名称: 杆菌肽
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCC(C)C(N)C1=NC(C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(C(=O)NC2CCCCNC(=O)C(CC(=N)O)NC(=O)C(CC(=O)O)NC(=O)C(Cc3cnc[nH]3)NC(=O)C(Cc3ccccc3)NC(=O)C(C(C)CC)NC(=O)C(CCCN)NC2=O)C(C)CC)CS1
InChI: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)
描述信息
Bacitracin is a mixture of related cyclic polypeptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy. Its unique name derives from the fact that the bacillus producing it was first isolated in 1943 from a knee scrape from a girl named Margaret Tracy. As a toxic and difficult-to-use antibiotic, bacitracin doesnt work well orally. However, it is very effective topically. Bacitracin is synthesised via the so-called nonribosomal peptide synthetases (NRPSs), which means that ribosomes are not involved in its synthesis.
C254 - Anti-Infective Agent > C258 - Antibiotic > C295 - Bacitracin
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
Bacitracin is a polypeptide antibiotic against staphylococcal and pathogenic protozoa infections. Bacitracin inhibits cell wall biosynthesis and permeability through binding to the undecaprenyl pyrophosphate. Bacitracin inhibits macromolecular synthesis. Bacitracin is also a protein disulfide isomerase (PDI) inhibitor[1][2][3].
同义名列表
41 个代谢物同义名
(4R)-4-[(2S)-2-{[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazol-4-yl]formamido}-4-methylpentanamido]-4-{[(1S,2S)-1-{[(3S,6R,9S,12R,15S,18R,21S)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-3-(carbamoylmethyl)-6-(carboxymethyl)-9-(1H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}-2-methylbutyl]carbamoyl}butanoic acid; A.L. labs brand OF bacitracin zinc salt; Reed and carnrick brand OF bacitracin; Pharmascience brand OF bacitracin; Ciba vision brand OF bacitracin; Bacitracin pharmascience brand; Pharma tek brand OF bacitracin; Dioptic brand OF bacitracin; McNeil brand OF bacitracin; Ocumed brand OF bacitracin; Akorn brand OF bacitracin; Bacitracin dioptic brand; Lee brand OF bacitracin; Bacitracin mcneil brand; Bacitracin zinc complex; Bacitracin akorn brand; Martinet, bacitracine; Bacitracine martinet; Bacitracin lee brand; Bacitracin, zinc; Zinc, bacitracin; Zinc bacitracin; Bacitracin zinc; Bacitracin a2a; Bacitracin A; Ocu tracin; Bacitracin; Ocu-tracin; Topitracin; Ak-tracin; OcuTracin; Ak tracin; baciguent; Altracin; Baci-RX; Baci RX; Baci im; Zeba-RX; Bacitin; Baci-im; Zeba RX
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:35862
- KEGG: C15482
- PubChem: 10909430
- PubChem: 65281
- HMDB: HMDB0014764
- Metlin: METLIN70940
- DrugBank: DB00626
- ChEMBL: CHEMBL1200558
- Wikipedia: Bacitracin
- MeSH: Bacitracin
- chemspider: 9084687
- CAS: 85800-09-5
- CAS: 22601-59-8
- CAS: 1405-87-4
- PMhub: MS000004564
- PubChem: 17396476
- NIKKAJI: J201.471H
- medchemexpress: HY-107193
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)
2 个相关的物种来源信息
- 1402 - Bacillus licheniformis: 10.1016/S1074-5521(97)90301-X
- 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
- Ana Fonseca, Sophia Kenney, Emily Van Syoc, Stephanie Bierly, Francisco Dini-Andreote, Justin Silverman, John Boney, Erika Ganda. Investigating antibiotic free feed additives for growth promotion in poultry: effects on performance and microbiota.
Poultry science.
2024 May; 103(5):103604. doi:
10.1016/j.psj.2024.103604. [PMID: 38484563] - Jessica R Willdigg, Yesha Patel, Briana E Arquilevich, Chitra Subramanian, Matthew W Frank, Charles O Rock, John D Helmann. The Bacillus subtilis cell envelope stress-inducible ytpAB operon modulates membrane properties and contributes to bacitracin resistance.
Journal of bacteriology.
2024 Mar; 206(3):e0001524. doi:
10.1128/jb.00015-24. [PMID: 38323910] - Kalpana Bansal, Azeema Shamoo, Mohammad Atif, Priyam Batra, Rama Chaudhry. Isolation and detection of bacterial species on mitis salivarius bacitracin agar from the plaque samples of caries active children.
Journal of the Indian Society of Pedodontics and Preventive Dentistry.
2024 Jan; 42(1):15-21. doi:
10.4103/jisppd.jisppd_17_24. [PMID: 38616422] - Anthony G Pannullo, Brianne R Zbylicki, Craig D Ellermeier. Identification of DraRS in Clostridioides difficile, a Two-Component Regulatory System That Responds to Lipid II-Interacting Antibiotics.
Journal of bacteriology.
2023 Jul; ?(?):e0016423. doi:
10.1128/jb.00164-23. [PMID: 37439672] - Anthony G Pannullo, Ziqiang Guan, Howard Goldfine, Craig D Ellermeier. HexSDF Is Required for Synthesis of a Novel Glycolipid That Mediates Daptomycin and Bacitracin Resistance in C. difficile.
mBio.
2023 Feb; ?(?):e0339722. doi:
10.1128/mbio.03397-22. [PMID: 36786594] - Kexin Wang, Zhigang Wang, Weihui Xu. Induced oxidative equilibrium damage and reduced toxin synthesis in Fusarium oxysporum f. sp. niveum by secondary metabolites from Bacillus velezensis WB.
FEMS microbiology ecology.
2022 07; 98(8):. doi:
10.1093/femsec/fiac080. [PMID: 35776952] - Silvie Hansenová Maňásková, Kamran Nazmi, Wim Van't Hof, Alex van Belkum, Wendy E Kaman, Nathaniel I Martin, Enno C I Veerman, Floris J Bikker. Natural and Synthetic Sortase A Substrates Are Processed by Staphylococcus aureus via Different Pathways.
Bioconjugate chemistry.
2022 04; 33(4):555-559. doi:
10.1021/acs.bioconjchem.2c00012. [PMID: 35319881] - Julia Gottstein, Julia Zaschke-Kriesche, Sandra Unsleber, Irina Voitsekhovskaia, Andreas Kulik, Lara V Behrmann, Nina Overbeck, Kai Stühler, Evi Stegmann, Sander H J Smits. New insights into the resistance mechanism for the BceAB-type transporter SaNsrFP.
Scientific reports.
2022 03; 12(1):4232. doi:
10.1038/s41598-022-08095-2. [PMID: 35273305] - Sanjay Singh, Prashant Mishra. Bacitracin and isothiocyanate functionalized silver nanoparticles for synergistic and broad spectrum antibacterial and antibiofilm activity with selective toxicity to bacteria over mammalian cells.
Materials science & engineering. C, Materials for biological applications.
2022 Jan; ?(?):112649. doi:
10.1016/j.msec.2022.112649. [PMID: 35034824] - Alberto Arezzo, Massimiliano Mistrangelo, Marco Augusto Bonino, Paola Salusso, Edoardo Forcignanò, Nereo Vettoretto, Emanuele Botteri, Nicola Cillara, Roberto Ottonello, Valentina Testa, Francesco Giuseppe De Rosa, Silvia Corcione, Roberto Passera, Mario Morino. Oral neomycin and bacitracin are effective in preventing surgical site infections in elective colorectal surgery: a multicentre, randomized, parallel, single-blinded trial (COLORAL-1).
Updates in surgery.
2021 Oct; 73(5):1775-1786. doi:
10.1007/s13304-021-01112-5. [PMID: 34148172] - Yarini Arrebola, Laura Rivera, Alejandro Pedroso, Rory McGuire, Mario E Valdes Tresanco, Gretchen Bergado, Jean-Louis Charli, Belinda Sánchez, Isel Pascual Alonso. Bacitracin is a non-competitive inhibitor of porcine M1 family neutral and glutamyl aminopeptidases.
Natural product research.
2021 Sep; 35(17):2958-2962. doi:
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Poultry science.
2021 Jul; 100(7):101134. doi:
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Frontiers in immunology.
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International journal of biological macromolecules.
2020 Dec; 164(?):2944-2952. doi:
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2019 Jun; 98(6):2577-2587. doi:
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2019 May; 103(3):959-968. doi:
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Poultry science.
2019 Jan; 98(1):188-198. doi:
10.3382/ps/pey390. [PMID: 30239962] - Federica A Falchi, Elisa A Maccagni, Simone Puccio, Clelia Peano, Cristina De Castro, Angelo Palmigiano, Domenico Garozzo, Alessandra M Martorana, Alessandra Polissi, Gianni Dehò, Paola Sperandeo. Mutation and Suppressor Analysis of the Essential Lipopolysaccharide Transport Protein LptA Reveals Strategies To Overcome Severe Outer Membrane Permeability Defects in Escherichia coli.
Journal of bacteriology.
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International journal of nanomedicine.
2018; 13(?):6297-6309. doi:
10.2147/ijn.s178596. [PMID: 30349251] - Britta Kleine, Ava Chattopadhyay, Tino Polen, Daniela Pinto, Thorsten Mascher, Michael Bott, Melanie Brocker, Roland Freudl. The three-component system EsrISR regulates a cell envelope stress response in Corynebacterium glutamicum.
Molecular microbiology.
2017 Dec; 106(5):719-741. doi:
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American journal of physiology. Renal physiology.
2017 Aug; 313(2):F461-F466. doi:
10.1152/ajprenal.00580.2016. [PMID: 28468966] - M Manafi, S Khalaji, M Hedayati, N Pirany. Efficacy of Bacillus subtilis and bacitracin methylene disalicylate on growth performance, digestibility, blood metabolites, immunity, and intestinal microbiota after intramuscular inoculation with Escherichia coli in broilers.
Poultry science.
2017 May; 96(5):1174-1183. doi:
10.3382/ps/pew347. [PMID: 28339520] - Muhammad Osama Alam, Ejaz Mohiuddin, - Shahab-Ud-Din, Muhammad Daniyal, Khan Usmanghani. Clinical efficacy and safety of herbal medicine Dermidoc in the management of atopic dermatitis versus allopathic medicine PolymixinB-bacitrin ointment.
Pakistan journal of pharmaceutical sciences.
2016 Nov; 29(6 Suppl):2287-2291. doi:
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Scientific reports.
2016 10; 6(?):34895. doi:
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Poultry science.
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Molecular microbiology.
2016 05; 100(4):607-20. doi:
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Thrombosis research.
2015 Dec; 136(6):1259-65. doi:
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Poultry science.
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2015 Jun; 29(6):2397-411. doi:
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Biochimica et biophysica acta.
2014 Jun; 1840(6):1782-9. doi:
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Environmental microbiology.
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Proceedings of the National Academy of Sciences of the United States of America.
2013 Aug; 110(35):14207-12. doi:
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FEMS microbiology letters.
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2011 Aug; 81(3):602-22. doi:
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