Compound ID | 2642

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Neomycin A

Synonym(s): Neamine  |  negamicin  |  nebramycin X

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, and Mycobacterium tuberculosis
Description: Degradation product of neomycin after hydrolysis with acid; less potent than neomycin
Institute where first reported: The Research Laboratories, The Upjohn Company
Year first mentioned: 1951
Development status: Experimental
Chemical structure(s):
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Molecular weight: 322.36
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)CN)O)O)N)O)O)N
InChI Key: SYJXFKPQNSDJLI-HKEUSBCWSA-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](CN)O2)O)O)N)O)O)N
InChI: InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/72392
Citation: https://pubs.acs.org/doi/10.1021/ja01150a107

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