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CHEBI:28864 - tobramycin

ChEBI IDCHEBI:28864
ChEBI Nametobramycin
Stars
DefinitionA amino cyclitol glycoside that is kanamycin B lacking the 3-hydroxy substituent from the 2,6-diaminoglucose ring.
Secondary ChEBI IDsCHEBI:9610, CHEBI:19849, CHEBI:45933
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H37N5O9
Net Charge0
Average Mass467.520
Monoisotopic Mass467.25913
SMILESNC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](N)C[C@@H]1O
InChIInChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1
InChIKeyNLVFBUXFDBBNBW-PBSUHMDJSA-N
Wikipedia
Roles Classification
Biological Roles:
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tobramycin (CHEBI:28864) has functional parent kanamycin B (CHEBI:28098)
tobramycin (CHEBI:28864) has role antibacterial agent (CHEBI:33282)
tobramycin (CHEBI:28864) has role antimicrobial agent (CHEBI:33281)
tobramycin (CHEBI:28864) has role toxin (CHEBI:27026)
tobramycin (CHEBI:28864) is a amino cyclitol glycoside (CHEBI:22479)
tobramycin (CHEBI:28864) is conjugate base of tobramycin(5+) (CHEBI:73678)
Incoming Relation(s)
nebramycin 5' (CHEBI:73686) has functional parent tobramycin (CHEBI:28864)
tobramycin(5+) (CHEBI:73678) is conjugate acid of tobramycin (CHEBI:28864)
IUPAC Name 
(1S,2S,3R,4S,6R)-4,6-diamino-3-(2,6-diamino-2,3,6-trideoxy-α-D-ribo-hexopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-α-D-glucopyranoside
Synonyms  Source
TobramycinKEGG COMPOUND
Nebramycin factir 6KEGG COMPOUND
3'-Deoxykanamycin BKEGG COMPOUND
Tobrex (TN)KEGG DRUG
Tobracin (TN)KEGG DRUG
O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2,6-diamino-2,3,6-trideoxy-alpha-D-ribohexopyranosyl-(1-4))-2-deoxy-D-streptamineChemIDplus
Manual XrefsDatabases
C00397KEGG COMPOUND
D00063KEGG DRUG
TOYPDBeChem
TobramycinWikipedia
DB00684DrugBank
LSM-6534LINCS
2684DrugCentral
Registry NumbersSources
Reaxys:1357507Reaxys
CAS:32986-56-4KEGG COMPOUND
CAS:32986-56-4ChemIDplus
Citations