Bekanamycin (BioDeep_00001868262)
Main id: BioDeep_00000003440
Chemicals and Drugs
代谢物信息卡片
化学式: C18H37N5O10 (483.254)
中文名称: 卡那霉素 B
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)N)N
InChI: InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
描述信息
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01G - Aminoglycoside antibacterials
C784 - Protein Synthesis Inhibitor > C2363 - Aminoglycoside Antibiotic
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
C254 - Anti-Infective Agent > C258 - Antibiotic
Bekanamycin (Kanamycin B) is an aminoglycoside antibiotic produced by Streptomyces kanamyceticus, against an array of Gram-positive and Gram-negative bacterial strain[1][2].
同义名列表
58 个代谢物同义名
Bekanamycin; UNII-15JT14C3GI; Kanamycin B; Kanamycin B; .ALPHA.-D-GLUCOPYRANOSIDE, (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-; (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSIDE; (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-ALPHA-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-ALPHA-D-GLUCOPYRANOSIDE; (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside; (1R,2S,3S,4R,6S)-4,6-diamino-3-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside; (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol; (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2S,3S,4R,6S)-4,6-diamino-3-((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2-hydroxycyclohexyl)oxyoxane-3,4-diol; (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4-diol; (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol; 15JT14C3GI; 2'-Amino-2'-deoxykanamycin; 9CS; ACon0_001346; ALPHA-D-GLUCOPYRANOSIDE, (1R,2S,3S,4R,6S)-4,6-DIAMINO-3-((3-AMINO-3-DEOXY-ALPHA-D-GLUCOPYRANOSYL)OXY)-2-HYDROXYCYCLOHEXYL 2,6-DIAMINO-2,6-DIDEOXY-; aminodeoxykanamycin; Antibiotic derived from Streptomyces kanamyceticus; Antibiotic derived from Streptomyces kanamyceticus. Kanamycin B; Becanamicina; Becanamicina (INN-Spanish); Becanamicina [INN-Spanish]; Bekanamicina; Bekanamycin (INN); Bekanamycin [INN]; BEKANAMYCIN [WHO-DD]; bekanamycin sulfate; bekanamycin sulfate (1:1); Bekanamycine; Bekanamycine (INN-French); Bekanamycine [INN-French]; Bekanamycinum; Bekanamycinum (INN-Latin); Bekanamycinum [INN-Latin]; D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-6))-2-deoxy-; J01GB13; KANAMYCIN B [MI]; Kanamycin B; Bekanamycin; kanamycin-B; kanendomycin; KBio2_001592; KBio2_004160; KBio2_006728; KBio3_001658; MEGxm0_000486; nebramycin factor 5; Nebramycin V; O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->6))-2-deoxy-D-streptamine; SKKLOUVUUNMCJE-FQSMHNGLSA-N; Spectrum2_000640; Spectrum3_000619; Spectrum4_001831; Spectrum5_000621; TOBRAMYCIN IMPURITY A (EP IMPURITY); TOBRAMYCIN IMPURITY A [EP IMPURITY]; Tox21_113194
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:28098
- KEGG: C00825
- KEGGdrug: D07497
- PubChem: 439318
- DrugBank: DB13673
- ChEMBL: CHEMBL176
- CAS: 4696-76-8
- PubChem: 4083
- KNApSAcK: C00018692
- PDB-CCD: 9CS
- NIKKAJI: J8.763G
- medchemexpress: HY-B1174
- KNApSAcK: 28098
- MeSH: bekanamycin
- Wikipedia: Bekanamycin
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
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 1967 - Streptomyces kanamyceticus:
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
- 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] - Xiaoxia Li, Ping Wu, Hanxiang Li, Jinghua Xue, Hanhong Xu, Xiaoyi Wei. Antibacterial and Cytotoxic Phenyltetracenoid Polyketides from Streptomyces morookaense.
Journal of natural products.
2021 06; 84(6):1806-1815. doi:
10.1021/acs.jnatprod.1c00208
. [PMID: 34081476] - Takeshi Kodama, Takuya Ito, Dya Fita Dibwe, So-Yeun Woo, Hiroyuki Morita. Syntheses of benzophenone-xanthone hybrid polyketides and their antibacterial activities.
Bioorganic & medicinal chemistry letters.
2017 06; 27(11):2397-2400. doi:
10.1016/j.bmcl.2017.04.017
. [PMID: 28416134] - C-W T Chang, J Y Takemoto. Antifungal Amphiphilic Aminoglycosides.
MedChemComm.
2014 Aug; 5(8):1048-1057. doi:
10.1039/c4md00078a
. [PMID: 25110571] - Jing-Ran Li, Dong-Dong Li, Rong-Rong Wang, Jian Sun, Jing-Jun Dong, Qian-Ru Du, Fei Fang, Wei-Ming Zhang, Hai-Liang Zhu. Design and synthesis of thiazole derivatives as potent FabH inhibitors with antibacterial activity.
European journal of medicinal chemistry.
2014 Mar; 75(?):438-47. doi:
10.1016/j.ejmech.2013.11.020
. [PMID: 24561667] - Fei Zhang, Qing Wen, She-Feng Wang, Baloch Shahla Karim, Yu-Shun Yang, Jia-Jia Liu, Wei-Ming Zhang, Hai-Liang Zhu. Design, synthesis and antibacterial activities of 5-(pyrazin-2-yl)-4H-1,2,4-triazole-3-thiol derivatives containing Schiff base formation as FabH inhibitory.
Bioorganic & medicinal chemistry letters.
2014 Jan; 24(1):90-5. doi:
10.1016/j.bmcl.2013.11.079
. [PMID: 24332628] - Cheng-Wei T Chang, Marina Fosso, Yukie Kawasaki, Sanjib Shrestha, Mekki F Bensaci, Jinhua Wang, Conrad K Evans, Jon Y Takemoto. Antibacterial to antifungal conversion of neamine aminoglycosides through alkyl modification. Strategy for reviving old drugs into agrofungicides.
The Journal of antibiotics.
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10.1038/ja.2010.110
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Antiviral chemistry & chemotherapy.
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10.1177/095632020801900105
. [PMID: 18610556] - Wai Siang Law, Pavel Kubán, Ling Ling Yuan, Jian Hong Zhao, Sam Fong Yau Li, Peter C Hauser. Determination of tobramycin in human serum by capillary electrophoresis with contactless conductivity detection.
Electrophoresis.
2006 May; 27(10):1932-8. doi:
10.1002/elps.200500819
. [PMID: 16619300] - D Carrier, N Chartrand, W Matar. Comparison of the effects of amikacin and kanamycins A and B on dimyristoylphosphatidylglycerol bilayers. An infrared spectroscopic investigation.
Biochemical pharmacology.
1997 Feb; 53(3):401-8. doi:
10.1016/s0006-2952(96)00765-4
. [PMID: 9065744] - T Yamasaki, Y Narita, H Hoshi, S Aburaki, H Kamei, T Naito, H Kawaguchi. Synthesis and biological activity of 1-N-[4-(substituted)amidino and guanidino-2-hydroxybutyryl]kanamycins A and B.
The Journal of antibiotics.
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. [PMID: 2071490] - M Yoshida, T Koeda. Effect of aminoglycoside antibiotics on the electrical stimulation-induced contractile response of the guinea-pig ureter.
Nihon Heikatsukin Gakkai zasshi.
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10.1540/jsmr1965.25.75
. [PMID: 2607711] - H Beck, P Eikenberg, K Sack. [Experimental study on renal tolerability of aminoglycosides butirosin and bekanamycin (author's transl)].
Arzneimittel-Forschung.
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. [PMID: 6155127]
- R Giura, B Roccamo, M Donghi, M Landriscina. [Nephrotoxicity of aminoglycoside antibiotics].
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NULL
. [PMID: 554820] - D Azzena, U Armani, S Trasciatti. [Kanendomycin in the treatment of urinary tract infections].
Giornale italiano di chemioterapia.
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. [PMID: 615750] - K Sack, B Züllich, P Eikenberg. [Comparative studies on the problem of nephrotoxicity of the aminoglycosides: kanamycin, amikacin, butirosin and kanendomycin].
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. [PMID: 70900]