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ChEBI
> Main
CHEBI:73686 - nebramycin 5'
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ChEBI Name
nebramycin 5'
ChEBI ID
CHEBI:73686
Definition
A carbamoylkanamycin that is tobramycin bearing a single carbamoyl substituent located at position 6'' (on the 3-aminoglucose ring).
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This entity has been manually annotated by the ChEBI Team.
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Formula
C19H38N6O10
Net Charge
0
Average Mass
510.53920
Monoisotopic Mass
510.26494
InChI
InChI=1S/C19H38N6O10/c20-
3-
9-
8(26)
2-
7(23)
17(32-
9)
34-
15-
5(21)
1-
6(22)
16(14(15)
29)
35-
18-
13(28)
11(24)
12(27)
10(33-
18)
4-
31-
19(25)
30/h5-
18,26-
29H,1-
4,20-
24H2,(H2,25,30)
/t5-
,6+,7+,8-
,9+,10+,11-
,12+,13+,14-
,15+,16-
,17+,18+/m0/s1
InChIKey
YPPFEJHOHNPKLT-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]
(COC(N)
=O)
[C@@H]
(O)
[C@H]
(N)
[C@H]
3O)
[C@H]
2O)
[C@H]
(N)
C[C@@H]
1O
Roles Classification
Biological Role
(s):
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
nebramycin 5' (
CHEBI:73686
)
has functional parent
tobramycin (
CHEBI:28864
)
nebramycin 5' (
CHEBI:73686
)
is a
carbamoylkanamycin (
CHEBI:73684
)
nebramycin 5' (
CHEBI:73686
)
is conjugate base of
nebramycin 5'(5+) (
CHEBI:73679
)
Incoming
nebramycin 5'(5+) (
CHEBI:73679
)
is conjugate acid of
nebramycin 5' (
CHEBI:73686
)
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
-
hexopyranosyl)oxy]-
2-
hydroxycyclohexyl 3-
amino-
6-
O
-
carbamoyl-
3-
deoxy-
α-
D
-
glucopyranoside
Synonyms
Sources
6''-O-Carbamoyltobramycin
ChemIDplus
Nebramycin factor 5'
ChemIDplus
Nebramycin factor 5'
KEGG COMPOUND
Nebramycin V'
ChemIDplus
Manual Xrefs
Databases
C18001
KEGG COMPOUND
CPD-14158
MetaCyc
View more database links
Registry Numbers
Types
Sources
1360292
Reaxys Registry Number
Reaxys
51736-77-7
CAS Registry Number
ChemIDplus
Citation
Type
Source
20113718
PubMed citation
Europe PMC
Last Modified
20 May 2013