Pharmaceutical
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-05-15 17:58:19 UTC
Update Date2025-10-07 16:07:50 UTC
Metabolite IDMMDBc0028324
Metabolite Identification
Common NameKanamycin A
DescriptionKanamycin A is an aminoglycoside antibiotic that belongs to the class of compounds known as aminoglycosides, which are characterized by their amino-modified glycoside structure. Chemically, it is composed of a 2-deoxystreptamine core linked to multiple sugar moieties, which contribute to its antibacterial activity by binding to the 30S ribosomal subunit, inhibiting protein synthesis in susceptible bacteria. Kanamycin A is involved in various biochemical pathways, particularly in the context of antibiotic resistance mechanisms. For instance, the aphA1 kanamycin and neomycin resistance gene, which originated in Klebsiella michiganensis, confers resistance to these aminoglycosides and is commonly found in diverse Gram-negative bacterial pathogens, often associated with mobile genetic elements (PMID:41041972 ). This resistance gene plays a crucial role in the survival of bacteria in the presence of kanamycin, highlighting the ongoing challenge of antibiotic resistance in clinical settings. Additionally, kanamycin A is utilized in plant tissue culture to select transformed cells, as evidenced by its application in co-cultivation protocols involving Agrobacterium tumefaciens (PMID:41028423 ).
Structure
SynonymsNot Available
Molecular FormulaC18H36N4O11
Average Mass484.4986
Monoisotopic Mass484.238058014
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1
InChI KeySBUJHOSQTJFQJX-NOAMYHISSA-N