API reference

Amikacin sulfate

CAS number
39831-55-5
Molecular formula
C22H47N5O21S2
Molecular weight
781.8 g/mol
Amikacin sulfate — 2D structure
2D structure (PubChem)

About this molecule

Amikacin Sulfate is the sulfate salt of amikacin, a broad-spectrum semi-synthetic aminoglycoside antibiotic, derived from kanamycin with antimicrobial property. Amikacin irreversibly binds to the bacterial 30S ribosomal subunit, specifically in contact with 16S rRNA and S12 protein within the 30S subunit. This leads to interference with translational initiation complex and misreading of mRNA, thereby hampering protein synthesis and resulting in bactericidal effect. This agent is usually used in short-term treatment of serious infections due to susceptible strains of Gram-negative bacteria.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(2S)-4-amino-N-[(1R,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,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid
InChIKey
FXKSEJFHKVNEFI-GCZBSULCSA-N
SMILES
C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
PubChem CID
38351

Also known as

AMIKACIN SULFATE · Arikayce · BB-K8 · Amikacin (as sulfate) · Amikacini sulfas · Amikacin sulphate · AMIKIN IN SODIUM CHLORIDE 0.9% IN PLASTIC CONTAINER · Amiglyde

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