Compound ID | 1839
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, mainly used against severe infections caused by Pseudomonas aeruginosa in combination |
Description: | Micromonospora natural product. Available in parenteral, enteral (selective decontamination) and topical formulations; veterinary and human use |
Year first mentioned: | 1962 |
Highest developmental phase: | Approved by FDA in 1970 |
Development status: | Approved, off-patent |
Reason Dropped: | Several formulations discontinued due to safety or effectiveness reasons |
Chemical structure(s): | |
Canonical SMILES: | CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(C)(CO3)O)NC)O)N)N)N)NC |
Isomeric SMILES: | CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC |
InChI: | InChI=1S/C21H43N5O7/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20/h9-20,25-29H,5-8,22-24H2,1-4H3 |
InChI Key: | CEAZRRDELHUEMR-UHFFFAOYSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/3467 |
External links: | |
Guide to Pharmacology: | gentamicin |
Main Source: | https://go.drugbank.com/drugs/DB00798 |
Citations: |
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