Kanamycin sulfate (aqueous), aminoglycoside antibiotic agent

Key facts

CAS number

3847-27-6

Form

Liquid

form

Molecular weight

582.6 Da

Molecular formula

C₁₈H₃₈N₄O₁₅S

PubChem

441374

Nature

Synthetic

Biochemical name

Kanamycin sulfate

Biological description

Aminoglycoside antibiotic agent effective against Gram-negative and Gram-positive bacteria and mycoplasma. Originally purified from the bacterium Streptomyces kanamyceticus. Binds to the bacterial 30S ribosomal subunit, inhibits translocation, and elicits miscoding. Often used to select for bacteria which have been successfully transformed with a plasmid conferring kanamycin resistance.

Canonical smiles

C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)O)O)OC3C(C(C(C(O3)CO)O)N)O)N.OS(=O)(=O)O

Isomeric 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

InChi

InChI=1S/C18H36N4O11.H2O4S/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;1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;(H2,1,2,3,4)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;/m1./s1

InChiKey

OOYGSFOGFJDDHP-KMCOLRRFSA-N

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