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ChEBI
> Main
CHEBI:28864 - tobramycin
Main
ChEBI Ontology
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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
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formulae
C18H37N5O9
C18H37N5O9
Net Charge
0
Average Mass
467.51450
Monoisotopic Mass
467.25913
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 (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.
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
(1
S
,2
S
,3
R
,4
S
,6
R
)-
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
Manual Xrefs
Databases
2684
DrugCentral
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
Citations
Types
Sources
11000679
PubMed citation
Europe PMC
11072877
PubMed citation
Europe PMC
11459219
PubMed citation
Europe PMC
11478352
PubMed citation
Europe PMC
14961139
PubMed citation
Europe PMC
15813341
PubMed citation
Europe PMC
16205136
PubMed citation
Europe PMC
16239129
PubMed citation
Europe PMC
16478137
PubMed citation
Europe PMC
16650821
PubMed citation
Europe PMC
17150225
PubMed citation
Europe PMC
18331849
PubMed citation
Europe PMC
19072156
PubMed citation
Europe PMC
19220547
PubMed citation
Europe PMC
19340717
PubMed citation
Europe PMC
19465435
PubMed citation
Europe PMC
20000576
PubMed citation
Europe PMC
20884302
PubMed citation
Europe PMC
20938669
PubMed citation
Europe PMC
21275493
PubMed citation
Europe PMC
21343445
PubMed citation
Europe PMC
21357290
PubMed citation
Europe PMC
21396748
PubMed citation
Europe PMC
21414310
PubMed citation
Europe PMC
21429824
PubMed citation
Europe PMC
21438171
PubMed citation
Europe PMC
21530479
PubMed citation
Europe PMC
21592592
PubMed citation
Europe PMC
21726492
PubMed citation
Europe PMC
21756818
PubMed citation
Europe PMC
21796931
PubMed citation
Europe PMC
21815282
PubMed citation
Europe PMC
Last Modified
22 February 2017