Compound ID | 1850

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Neomycin

Synonym(s): Fradiomycin  |  Framycetin

Class: Aminoglycoside

Spectrum of activity: Gram-positive & Gram-negative
Details of activity: Inhibits protein synthesis by binding to the 30S subunit of the bacterial ribosome. Active against Gram-positive and Gram-negative bacteria
Description: Streptomyces natural product. Veterinary use, human use primarily for topical application and in combination
Institute where first reported: Teva
Year first mentioned: 1947
Highest development stage: Approved by FDA in 1964
Development status: Approved, off-patent
Chemical structure(s):
Click here for structure editor
Molecular weight: 614.64
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[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N
InChI Key: PGBHMTALBVVCIT-VCIWKGPPSA-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[C@H]3[C@@H]([C@@H]([C@@H](CO)O3)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](CN)O4)O)O)N)O)O)N
InChI: InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/8378
Guide to Pharmacology: neomycin
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8214720/
  • https://pubmed.ncbi.nlm.nih.gov/17782716/

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