Kanamycin A

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Kanamycin (marketed under the brand name Kantrex®) is an aminoglycoside antibiotic, available in both oral and intravenous forms, and used to treat a wide variety of infections.

Kanamycin A
File:Kanamycin.png
Clinical data
Pregnancy
category
  • ?
Routes of
administration
Oral, intravenous, intramuscular
ATC code
Legal status
Legal status
  • ?
Pharmacokinetic data
Bioavailabilityvery low after oral delivery
Metabolism?
Elimination half-life2 hours 30 minutes
Excretion?
Identifiers
  • 2-(aminomethyl)- 6-[4,6-diamino-3- [4-amino-3,5-dihydroxy-6-(hydroxymethyl) tetrahydropyran- 2-yl]oxy-2-hydroxy-cyclohexoxy]- tetrahydropyran-3,4,5-triol
CAS Number
PubChem CID
DrugBank
CompTox Dashboard (EPA)
ECHA InfoCard100.000.374 Edit this at Wikidata
Chemical and physical data
FormulaC18H36N4O11
Molar mass484.499

Pharmacology

Kanamycin works by affecting 30S ribosomal subunit and causing a frame-shift. This means that instead of a codon CAT (for example in sequence CATG), a codon ATG is read by aminoacyil tRNA (aa-tRNA). Aminoacyil tRNA is consequently carrying a different amino acid, because the anticodon on the aa-tRNA is different. The protein needed cannot be synthesised - a completly different protein has been synthesised or a protein similar to the one needed, but not folded correctly; it depends of the site and severness of the frame-shift. A bacterium is destroyed becasue it cannot produce any of its proteins correctly.

Beacuse of over usage of antibiotics in every possible (even viral) disease as a precaution many bacteria have developed a resistance against kanamycin, and, consequently, it is not being used much anymore.

Side effects

Common side effects include changes in hearing (either hearing loss or ringing in the ears), toxicity to kidneys, and allergic reactions to the drug.


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