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CHEBI:2638 - amikacin disulfate

ChEBI IDCHEBI:2638
ChEBI Nameamikacin disulfate
Stars
DefinitionAn aminoglycoside sulfate salt obtained by combining amikacin with two molar equivalents of sulfuric acid.
Last Modified12 September 2024
DownloadsMolfile
FormulaC22H43N5O13.2H2O4S
Net Charge0
Average Mass781.766
Monoisotopic Mass781.22050
SMILESNCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O.O=S(=O)(O)O.O=S(=O)(O)O
InChIInChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
InChIKeyFXKSEJFHKVNEFI-GCZBSULCSA-N
Roles Classification
Biological Roles:
nephrotoxic agent  A role played by any chemical compound (natural or synthetic) exhibiting itself through the ability to induce damage to the kidneys.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial drug  A drug used to treat or prevent bacterial infections.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
amikacin disulfate (CHEBI:2638) has part amikacin(4+) (CHEBI:84739)
amikacin disulfate (CHEBI:2638) has role antibacterial drug (CHEBI:36047)
amikacin disulfate (CHEBI:2638) has role antimicrobial agent (CHEBI:33281)
amikacin disulfate (CHEBI:2638) has role nephrotoxic agent (CHEBI:50909)
amikacin disulfate (CHEBI:2638) is a aminoglycoside sulfate salt (CHEBI:38012)
IUPAC Name 
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-α-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-α-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide disulfate
Synonyms  Source
amikacin bis(sulphate)ChemIDplus
amikacin disulfateChemIDplus
amikacin disulphateChEBI
Amikacin sulfateKEGG COMPOUND
O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→4)-O-(6-amino-6-deoxy-α-D-glucopyranosyl-(1→6))-N3-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine sulfate (1:2)ChemIDplus
PieramiChemIDplus
Brand Names  Source
AmicacinDrugBank
Amiglyde-VDrugBank
AmikanChEBI
AmikavetDrugBank
AmikinDrugBank
BriclinDrugBank
Manual XrefsDatabases
D00865KEGG DRUG
DB00479DrugBank
Registry NumbersSources
Reaxys:6172633Reaxys
CAS:39831-55-5ChemIDplus
CAS:39831-55-5KEGG COMPOUND
Citations