CHEBI:37922 - arbekacin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name arbekacin
ChEBI ID CHEBI:37922
Definition A kanamycin that is kanamycin B bearing an N-(2S)-4-amino-2-hydroxybutyryl group on the aminocyclitol ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H44N6O10
Net Charge 0
Average Mass 552.61920
Monoisotopic Mass 552.31189
InChI InChI=1S/C22H44N6O10/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+/m0/s1
InChIKey MKKYBZZTJQGVCD-XTCKQBCOSA-N
SMILES NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing arbekacin (CHEBI:37922) has functional parent kanamycin B (CHEBI:28098)
arbekacin (CHEBI:37922) has role antibacterial agent (CHEBI:33282)
arbekacin (CHEBI:37922) has role antibacterial drug (CHEBI:36047)
arbekacin (CHEBI:37922) has role antimicrobial agent (CHEBI:33281)
arbekacin (CHEBI:37922) has role protein synthesis inhibitor (CHEBI:48001)
arbekacin (CHEBI:37922) is a aminoglycoside (CHEBI:47779)
arbekacin (CHEBI:37922) is a kanamycins (CHEBI:24951)
Incoming arbekacin sulfate (CHEBI:31233) has functional parent arbekacin (CHEBI:37922)
IUPAC Name
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-α-D-glucopyranosyloxy)-4-(2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide
INN Source
arbekacin KEGG DRUG
Synonym Source
ABK KEGG DRUG
Manual Xrefs Databases
235 DrugCentral
D07462 KEGG DRUG
DB06696 DrugBank
DE2350169 Patent
EP2199280 Patent
US4107424 Patent
View more database links
Registry Numbers Types Sources
51025-85-5 CAS Registry Number ChemIDplus
5895351 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14982763 PubMed citation Europe PMC
15616309 PubMed citation Europe PMC
15808488 PubMed citation Europe PMC
16569844 PubMed citation Europe PMC
17158944 PubMed citation Europe PMC
18320181 PubMed citation Europe PMC
18362191 PubMed citation Europe PMC
Last Modified
22 February 2017