Compound ID | 3605

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Habekacin

Synonym(s): 1-N-[(S)-4-amino-2-hydroxybu-tyryl]dibekacin

Class: Aminoglycoside

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Broad-spectrum activity including to kanamycin-resistant strains; membrane-active agent
Description: Semisynthetic compound derived from kanamycin; shows comparable efficacy to gentamicin or tobramycin in Pseudomonas corneal infection in mice
Year first mentioned: 1973
Development status: Experimental
Chemical structure(s):
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Molecular weight: 650.7
Iso. SMILES: C1C[C@H]([C@H](O[C@@H]1CN)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)NC(=O)[C@H](CCN)O)N)N.OS(=O)(=O)O
InChI Key: UTUVRPOLEMRKQC-XDJMXTNXSA-N
Can. SMILES: C1C[C@H]([C@H](O[C@@H]1CN)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)N)O)NC(=O)[C@H](CCN)O)N)N.OS(=O)(=O)O
InChI: InChI=1S/C22H44N6O10.H2O4S/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22;1-5(2,3)4/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34);(H2,1,2,3,4)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+;/m0./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/175989
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/34/7/34_7_892/_article
  • https://www.jstage.jst.go.jp/article/antibiotics1968/26/7/26_7_412/_article
  • https://journals.asm.org/doi/epdf/10.1128/aac.24.5.797

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