Bekanamycin

Bekanamycin
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01GB13 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name (2S,3R,4S,5S,6R)-4-amino-2-{[(2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol;
CAS Number	4696-76-8 ;
PubChem CID	439318;
ChemSpider	388449 ;
UNII	15JT14C3GI;
ChEBI	CHEBI:28098 ;
ChEMBL	ChEMBL176 ;
NIAID ChemDB	005087;
CompTox Dashboard (EPA)	DTXSID8023185 ;
ECHA InfoCard	100.022.881
Chemical and physical data
Formula	C18H37N5O10
Molar mass	483.519 g·mol−1
3D model (JSmol)	Interactive image;
	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)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N;
	InChI InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1 ; Key:SKKLOUVUUNMCJE-FQSMHNGLSA-N ;
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Bekanamycin (INN; kanamycin B) is an aminoglycoside antibiotic.^[1]^[2] It was discovered in 1957, along with Kanamycin A,^[3] though it was not identified and named until the next year, when it was studied independently.^[4] It was later found to be nearly identically efficacious as Kanamycin A, with the only limitation being lower efficacy towards Mycobacterium agents.^[5] Animal studies also showed that Bekanamycin was more toxic than Kanamycin A.^[6]