Amikacin, sold under the brandname Amikin, is an aminoglycoside antibiotic used to treat different types of bacterial infections. Amikacin works by binding to the bacterial 30S ribosomal subunit, causing misreading of mRNA and leaving the bacterium unable to synthesize proteins vital to its growth.
Starting at
(2S)-4-Amino-N-[(2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5R,6R)-6-(aminomethyl)-3,4,5-trihydroxy-oxan-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide |
Trade names | Generic (formerly Amikin) |
AHFS/Drugs.com | monograph |
MedlinePlus | a682661 |
Pregnancy category |
AU: D US: D (Evidence of risk) |
Legal status |
UK: POM (Prescription only) US: ℞-only |
Routes of administration |
Intramuscular, intravenous |
Protein binding | 0-11% |
Biological half-life | 2-3 hours |
Excretion | Renal |
CAS Number | 37517-28-5 |
ATC code | D06AX12 J01GB06, S01AA21 |
PubChem | CID: 37768 |
DrugBank | DB00479 |
ChemSpider | 34635 |
UNII | 84319SGC3C |
KEGG | D02543 |
ChEBI | CHEBI:2637 |
ChEMBL | CHEMBL177 |
Formula | C22H43N5O13 |
Molecular mass | 585.603 g/mol |
SMILES[show] |
|
InChI[show] |