API reference

Kanamycin sulfate

CAS number
25389-94-0
Molecular formula
C18H38N4O15S
Molecular weight
582.6 g/mol
Kanamycin sulfate — 2D structure
2D structure (PubChem)

About this molecule

Kanamycin Sulfate is the sulfate salt of kanamycin, a naturally occurring aminoglycoside antibiotic with antimicrobial property. Derived from Streptomyces kanamyceticus, kanamycin is an antibiotic complex consisting of three components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B and C, the minor components. This agent irreversibly binds to the bacterial 30S ribosomal subunit. Specifically, this antibiotic is lodged between 16S rRNA and S12 protein within the 30S subunit. This leads to interference with translational initiation complex, misreading of mRNA, thereby hampering protein synthesis and resulting in bactericidal effect. Aminoglycosides are mostly ineffective against anaerobic bacteria, fungi and viruses.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4,5-triol;sulfuric acid
InChIKey
OOYGSFOGFJDDHP-KMCOLRRFSA-N
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)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)N.OS(=O)(=O)O
Other CAS numbers recorded
3847-27-6 · 133-92-6
PubChem CID
441374

Also known as

Kanamycin A sulfate · Kanamycin A sulphate · Kanaplex · KANAMYCIN SULFATE (USP-RS) · KANAMYCIN SULFATE (USP MONOGRAPH) · KANAMYCIN MONOSULFATE (EP MONOGRAPH) · 223-347-1 · 613-414-7

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