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CHEBI:28864 - tobramycin

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ChEBI Name tobramycin
ChEBI ID CHEBI:28864
Definition A amino cyclitol glycoside that is kanamycin B lacking the 3-hydroxy substituent from the 2,6-diaminoglucose ring.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45933, CHEBI:9610, CHEBI:19849
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Formulae C18H37N5O9
C18H37N5O9
Net Charge 0
Average Mass 467.51450
Monoisotopic Mass 467.259
InChI InChI=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
InChIKey NLVFBUXFDBBNBW-PBSUHMDJSA-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](N)C[C@@H]1O
Roles Classification
Biological Role(s): antibacterial agent
A substance 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.
toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
3'-Deoxykanamycin B KEGG COMPOUND
Nebramycin 6 ChemIDplus
Nebramycin factir 6 KEGG COMPOUND
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-streptamine ChemIDplus
Tobracin (TN) KEGG DRUG
Tobramycin KEGG COMPOUND
Tobrex (TN) KEGG DRUG
Database Links Databases
C00397 KEGG COMPOUND
D00063 KEGG DRUG
DB00684 DrugBank
LSM-6534 LINCS
Tobramycin Wikipedia
TOY PDBeChem
View more database links
Registry Numbers Types Sources
1357507 Reaxys Registry Number Reaxys
32986-56-4 CAS Registry Number KEGG COMPOUND
32986-56-4 CAS Registry Number ChemIDplus
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Last Modified
25 February 2016