CHEBI:73686 - nebramycin 5'

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
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
(1S,2S,3R,4S,6R)-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 Waiting for Citations Type Source
20113718 PubMed citation Europe PMC
Last Modified
20 May 2013