Compound ID | 1856

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Bekanamycin

Synonym(s): kanamycin B  |  nebramycin V

Class: Aminoglycoside

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to the bacterial 30S ribosomal subunit
Target Pathogen: Active against Gram-positive and Gram-negative bacteria
Description: Streptomyces natural product. Used for topical application
Year first mentioned: 1969
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
Click here for structure editor
Molecular weight: 483.51
Iso. SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N
InChI Key: SKKLOUVUUNMCJE-FQSMHNGLSA-N
Can. SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CN)O3)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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/439318
Guide to Pharmacology: bekanamycin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/3089002/
  • https://pubmed.ncbi.nlm.nih.gov/1150536/

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