Compound ID | 1839

Gentamicin

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: Broad spectrum activity, mainly used against severe infections caused by Pseudomonas aeruginosa
Description: Micromonospora natural product. Available in parenteral, enteral (selective decontamination) and topical formulations; veterinary and human use
Year first mentioned: 1962
Highest development stage: Approved by FDA in 1970
Development status: Approved
Reason dropped: Several formulations discontinued due to safety or effectiveness reasons
Chemical structure(s):
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Molecular weight: 477.6
Iso. SMILES: CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC
InChI Key: CEAZRRDELHUEMR-UHFFFAOYSA-N
Can. SMILES: CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(C)(CO3)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

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