Gentamicinc1A (BioDeep_00000004514)
Secondary id: BioDeep_00001868713
代谢物信息卡片
gentamycin C1a
化学式: C19H39N5O7 (449.2849344)
中文名称: 庆大霉素C1a
谱图信息:
最多检出来源 Macaca mulatta(otcml) 12.59%
分子结构信息
SMILES: CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CN)N)N)N)O
InChI: InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1
描述信息
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D005839 - Gentamicins
C784 - Protein Synthesis Inhibitor > C2363 - Aminoglycoside Antibiotic
C254 - Anti-Infective Agent > C258 - Antibiotic
同义名列表
3 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:27784
- KEGG: C00908
- PubChem: 72396
- Metlin: METLIN3051
- DrugBank: DB04729
- ChEMBL: CHEMBL194126
- CAS: 26098-04-4
- PMhub: MS000017019
- PubChem: 4163
- PDB-CCD: LLL
- NIKKAJI: J17.060G
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)
1 个相关的物种来源信息
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
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
- Rubén Cebrián, Qian Li, Pablo Peñalver, Efres Belmonte-Reche, María Andrés-Bilbao, Ricardo Lucas, María Violante de Paz, Oscar P Kuipers, Juan Carlos Morales. Chemically Tuning Resveratrol for the Effective Killing of Gram-Positive Pathogens.
Journal of natural products.
2022 06; 85(6):1459-1473. doi:
10.1021/acs.jnatprod.1c01107. [PMID: 35621995] - Kaitlyn Varela, Hafij Al Mahmud, Hadi D Arman, Luis R Martinez, Catherine A Wakeman, Francis K Yoshimoto. Autoxidation of a C2-Olefinated Dihydroartemisinic Acid Analogue to Form an Aromatic Ring: Application to Serrulatene Biosynthesis.
Journal of natural products.
2022 04; 85(4):951-962. doi:
10.1021/acs.jnatprod.1c01101. [PMID: 35357832] - Rikeshwer Prasad Dewangan, Devesh Pratap Verma, Neeraj Kumar Verma, Ankit Gupta, Garima Pant, Kalyan Mitra, Saman Habib, Jimut Kanti Ghosh. Spermine-Conjugated Short Proline-Rich Lipopeptides as Broad-Spectrum Intracellular Targeting Antibacterial Agents.
Journal of medicinal chemistry.
2022 04; 65(7):5433-5448. doi:
10.1021/acs.jmedchem.1c01809. [PMID: 35297625] - Katherine Yasmin M Garcia, Chayanard Phukhamsakda, Mark Tristan J Quimque, Kevin D Hyde, Marc Stadler, Allan Patrick G Macabeo. Catechol-Bearing Polyketide Derivatives from Sparticola junci.
Journal of natural products.
2021 07; 84(7):2053-2058. doi:
10.1021/acs.jnatprod.1c00415. [PMID: 34197704] - Moriah Jospe-Kaufman, Liza Siomin, Micha Fridman. The relationship between the structure and toxicity of aminoglycoside antibiotics.
Bioorganic & medicinal chemistry letters.
2020 07; 30(13):127218. doi:
10.1016/j.bmcl.2020.127218. [PMID: 32360102] - Xiaotang Chen, Hui Zhang, Shaotong Zhou, Mingjun Bi, Shizhou Qi, Huiyuan Gao, Xianpu Ni, Huanzhang Xia. The bifunctional enzyme, GenB4, catalyzes the last step of gentamicin 3',4'-di-deoxygenation via reduction and transamination activities.
Microbial cell factories.
2020 Mar; 19(1):62. doi:
10.1186/s12934-020-01317-0. [PMID: 32156271] - Yomna Hosny, Nader S Abutaleb, Mariam Omara, Marwa Alhashimi, Mohamed M Elsebaei, Heba S Elzahabi, Mohamed N Seleem, Abdelrahman S Mayhoub. Modifying the lipophilic part of phenylthiazole antibiotics to control their drug-likeness.
European journal of medicinal chemistry.
2020 Jan; 185(?):111830. doi:
10.1016/j.ejmech.2019.111830. [PMID: 31718945] - Mohamed M Elsebaei, Nader S Abutaleb, Abdulrahman A Mahgoub, Daoyi Li, Mohamed Hagras, Haroon Mohammad, Mohamed N Seleem, Abdelrahman S Mayhoub. Phenylthiazoles with nitrogenous side chain: An approach to overcome molecular obesity.
European journal of medicinal chemistry.
2019 Nov; 182(?):111593. doi:
10.1016/j.ejmech.2019.111593. [PMID: 31446245] - Shaojun Zheng, Rui Zhu, Xinping Zhou, Lizhuang Chen, Hongjin Bai, Jiwen Zhang. Synthesis and biological evaluation of calycanthaceous alkaloid analogs.
Bioorganic & medicinal chemistry.
2019 11; 27(21):115088. doi:
10.1016/j.bmc.2019.115088. [PMID: 31521458] - Sarot Cheenpracha, Stephen G Pyne, Brian O Patrick, Raymond J Andersen, Wisanu Maneerat, Surat Laphookhieo. Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis.
Journal of natural products.
2019 08; 82(8):2174-2180. doi:
10.1021/acs.jnatprod.9b00182. [PMID: 31318550] - Hong-Bing Liu, Gianluigi Lauro, Robert D O'Connor, Katheryn Lohith, Michelle Kelly, Patrick Colin, Giuseppe Bifulco, Carole A Bewley. Tulongicin, an Antibacterial Tri-Indole Alkaloid from a Deep-Water Topsentia sp. Sponge.
Journal of natural products.
2017 09; 80(9):2556-2560. doi:
10.1021/acs.jnatprod.7b00452. [PMID: 28837335] - François Simard, Charles Gauthier, Jean Legault, Serge Lavoie, Vakhtang Mshvildadze, André Pichette. Structure elucidation of anti-methicillin resistant Staphylococcus aureus (MRSA) flavonoids from balsam poplar buds.
Bioorganic & medicinal chemistry.
2016 09; 24(18):4188-4198. doi:
10.1016/j.bmc.2016.07.009. [PMID: 27436809] - Hongbing Liu, Katheryn Lohith, Margaret Rosario, Thomas H Pulliam, Robert D O'Connor, Lori J Bell, Carole A Bewley. Polybrominated Diphenyl Ethers: Structure Determination and Trends in Antibacterial Activity.
Journal of natural products.
2016 07; 79(7):1872-6. doi:
10.1021/acs.jnatprod.6b00229. [PMID: 27399938] - Wen-Xuan Wang, Souvik Kusari, Hartmut Laatsch, Christopher Golz, Parijat Kusari, Carsten Strohmann, Oliver Kayser, Michael Spiteller. Antibacterial Azaphilones from an Endophytic Fungus, Colletotrichum sp. BS4.
Journal of natural products.
2016 Apr; 79(4):704-10. doi:
10.1021/acs.jnatprod.5b00436. [PMID: 26905687] - Bo Wang, Boobalan Pachaiyappan, Jordon D Gruber, Michael G Schmidt, Yong-Mei Zhang, Patrick M Woster. Antibacterial Diamines Targeting Bacterial Membranes.
Journal of medicinal chemistry.
2016 Apr; 59(7):3140-51. doi:
10.1021/acs.jmedchem.5b01912. [PMID: 26964758] - Alejandra Gallardo-Godoy, Craig Muldoon, Bernd Becker, Alysha G Elliott, Lawrence H Lash, Johnny X Huang, Mark S Butler, Ruby Pelingon, Angela M Kavanagh, Soumya Ramu, Wanida Phetsang, Mark A T Blaskovich, Matthew A Cooper. Activity and Predicted Nephrotoxicity of Synthetic Antibiotics Based on Polymyxin B.
Journal of medicinal chemistry.
2016 Feb; 59(3):1068-77. doi:
10.1021/acs.jmedchem.5b01593. [PMID: 26734854] - Alexander V Birk, Edward J Dubovi, Xianchao Zhang, Hazel H Szeto. Antiviral activity of geneticin against bovine viral diarrhoea virus.
Antiviral chemistry & chemotherapy.
2008; 19(1):33-40. doi:
10.1177/095632020801900105. [PMID: 18610556] - Yves Babin, Serge Fortier. A high-throughput analytical method for determination of aminoglycosides in veal tissues by liquid chromatography/tandem mass spectrometry with automated cleanup.
Journal of AOAC International.
2007 Sep; 90(5):1418-26. doi:
10.1093/jaoac/90.5.1418. [PMID: 17955988] - Eliangiringa Kaale, Yinhua Long, Humphrey Azambeh Fonge, Cindy Govaerts, Koenraad Desmet, Ann Van Schepdael, Jos Hoogmartens. Gentamicin assay in human serum by solid-phase extraction and capillary electrophoresis.
Electrophoresis.
2005 Feb; 26(3):640-7. doi:
10.1002/elps.200410012. [PMID: 15690437] - Kozo Takamoto, Manabu Kawada, Takayuki Usui, Masaaki Ishizuka, Daishiro Ikeda. Aminoglycoside antibiotics reduce glucose reabsorption in kidney through down-regulation of SGLT1.
Biochemical and biophysical research communications.
2003 Sep; 308(4):866-71. doi:
10.1016/s0006-291x(03)01502-x. [PMID: 12927799] - Wojciech Lesniak, Wesley R Harris, Joslyn Yudenfreund Kravitz, Jochen Schacht, Vincent L Pecoraro. Solution chemistry of copper(II)-gentamicin complexes: relevance to metal-related aminoglycoside toxicity.
Inorganic chemistry.
2003 Mar; 42(5):1420-9. doi:
10.1021/ic025965t. [PMID: 12611506] - N Isoherranen, S Soback. Determination of gentamicins C(1), C(1a), and C(2) in plasma and urine by HPLC.
Clinical chemistry.
2000 Jun; 46(6 Pt 1):837-42. doi:
10.1093/clinchem/46.6.837. [PMID: 10839773] - N Isoherranen, E Lavy, S Soback. Pharmacokinetics of gentamicin C(1), C(1a), and C(2) in beagles after a single intravenous dose.
Antimicrobial agents and chemotherapy.
2000 Jun; 44(6):1443-7. doi:
10.1128/aac.44.6.1443-1447.2000. [PMID: 10817690] - D M Yajko, P S Nassos, W K Hadley. Broth microdilution testing of susceptibilities to 30 antimicrobial agents of Mycobacterium avium strains from patients with acquired immune deficiency syndrome.
Antimicrobial agents and chemotherapy.
1987 Oct; 31(10):1579-84. doi:
10.1128/aac.31.10.1579. [PMID: 3501698] - S J Kohlhepp, M O Loveless, P W Kohnen, D C Houghton, W M Bennett, D N Gilbert. Nephrotoxicity of the constituents of the gentamicin complex.
The Journal of infectious diseases.
1984 Apr; 149(4):605-14. doi:
10.1093/infdis/149.4.605. [PMID: 6725992]