CHEBI:17630 - kanamycin A

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ChEBI Name kanamycin A
ChEBI ID CHEBI:17630
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6106, CHEBI:43482, CHEBI:14487, CHEBI:24945, CHEBI:24947, CHEBI:28008
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Formula C18H36N4O11
Net Charge 0
Average Mass 484.49860
Monoisotopic Mass 484.238
InChI 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
InChIKey SBUJHOSQTJFQJX-NOAMYHISSA-N
SMILES NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing kanamycin A (CHEBI:17630) has role bacterial metabolite (CHEBI:76969)
kanamycin A (CHEBI:17630) is a kanamycins (CHEBI:24951)
kanamycin A (CHEBI:17630) is conjugate base of kanamycin A(4+) (CHEBI:58214)
Incoming 2'-oxokanamycin (CHEBI:72769) has functional parent kanamycin A (CHEBI:17630)
3'',6'-di-N-acetylkanamycin A (CHEBI:38009) has functional parent kanamycin A (CHEBI:17630)
6''-O-carbamoylkanamycin A (CHEBI:73683) has functional parent kanamycin A (CHEBI:17630)
amikacin (CHEBI:2637) has functional parent kanamycin A (CHEBI:17630)
kanamycin A 3'-phosphate (CHEBI:16823) has functional parent kanamycin A (CHEBI:17630)
kanamycin D (CHEBI:73079) has functional parent kanamycin A (CHEBI:17630)
kanamycin X (CHEBI:72797) has functional parent kanamycin A (CHEBI:17630)
kanamycin (CHEBI:6104) has part kanamycin A (CHEBI:17630)
kanamycin A sulfate (CHEBI:6109) has part kanamycin A (CHEBI:17630)
kanamycin A(4+) (CHEBI:58214) is conjugate acid of kanamycin A (CHEBI:17630)
IUPAC Name
(1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-α-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-α-D-glucopyranoside
Synonyms Sources
4,6-diamino-2-hydroxy-1,3-cyclohexane 3,6'diamino-3,6'-dideoxydi-α-D-glucoside ChemIDplus
4,6-diamino-2-hydroxy-1,3-cyclohexylene 3,6'-diamino-3,6'-dideoxydi-D-glucopyranoside ChemIDplus
Kanamycin A KEGG COMPOUND
KANAMYCIN A PDBeChem
O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1→4))-2-deoxy-D-streptamine ChemIDplus
Database Links Databases
C01822 KEGG COMPOUND
DB01172 DrugBank
KAN PDBeChem
Kanamycin Wikipedia
LSM-5261 LINCS
View more database links
Registry Numbers Types Sources
2044856 Gmelin Registry Number Gmelin
59-01-8 CAS Registry Number ChemIDplus
61647 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
22907688 PubMed citation Europe PMC
24336356 PubMed citation Europe PMC
24566637 PubMed citation Europe PMC
Last Modified
25 February 2016
General Comment
2004-06-15 Kanamycin A is usually designated as kanamycin. It is the major component of the naturally occurring antibiotic complex known also as kanamycin.