CHEBI:2638 - amikacin disulfate

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ChEBI Name amikacin disulfate
ChEBI ID CHEBI:2638
Definition An aminoglycoside sulfate salt obtained by combining amikacin with two molar equivalents of sulfuric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H47N5O21S2
Net Charge 0
Average Mass 781.75900
Monoisotopic Mass 781.22050
InChI InChI=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
InChIKey FXKSEJFHKVNEFI-GCZBSULCSA-N
SMILES OS(O)(=O)=O.OS(O)(=O)=O.NCC[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
Roles Classification
Biological Role(s): nephrotoxin
A poison that interferes with the function of 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(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 nephrotoxin (CHEBI:61015)
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 Sources
amikacin bis(sulphate) ChemIDplus
amikacin disulfate ChemIDplus
amikacin disulphate ChEBI
Amikacin sulfate KEGG 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
Pierami ChemIDplus
Brand Names Sources
Amicacin Deprecated term DrugBank
Amiglyde-V Deprecated term DrugBank
Amikan ChEBI
Amikavet Deprecated term DrugBank
Amikin DrugBank
Briclin Deprecated term DrugBank
Manual Xrefs Databases
D00865 KEGG DRUG
DB00479 DrugBank
View more database links
Registry Numbers Types Sources
39831-55-5 CAS Registry Number ChemIDplus
6172633 Beilstein Registry Number Beilstein
6172633 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
109983 PubMed citation Europe PMC
3174816 PubMed citation Europe PMC
6162275 PubMed citation Europe PMC
6800084 PubMed citation Europe PMC
Last Modified
11 февраля 2015