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CHEBI:84739 - amikacin(4+)

ChEBI IDCHEBI:84739
ChEBI Nameamikacin(4+)
Stars
DefinitionAn organic cation obtained by protonation of the four free amino groups of amikacin; major species at pH 7.3.
Last Modified20 January 2025
SubmitterSteve
DownloadsMolfile
FormulaC22H47N5O13
Net Charge+4
Average Mass589.640
Monoisotopic Mass589.31484
SMILES[NH3+]CC[C@H](O)C(=O)N[C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](C[NH3+])[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]([NH3+])[C@H]1O
InChIInChI=1S/C22H43N5O13/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/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/p+4/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
InChIKeyLKCWBDHBTVXHDL-RMDFUYIESA-R
ChEBI Ontology
Outgoing Relation(s)
amikacin(4+) (CHEBI:84739) is a ammonium ion derivative (CHEBI:35274)
amikacin(4+) (CHEBI:84739) is a organic cation (CHEBI:25697)
amikacin(4+) (CHEBI:84739) is conjugate acid of amikacin (CHEBI:2637)
Incoming Relation(s)
4'-adenylylamikacin(3+) (CHEBI:233200) has functional parent amikacin(4+) (CHEBI:84739)
4'-cytidylylamikacin(3+) (CHEBI:233260) has functional parent amikacin(4+) (CHEBI:84739)
4'-guanylylamikacin(3+) (CHEBI:233257) has functional parent amikacin(4+) (CHEBI:84739)
4'-inosinylylamikacin(3+) (CHEBI:233259) has functional parent amikacin(4+) (CHEBI:84739)
4'-thymidylylamikacin(3+) (CHEBI:233262) has functional parent amikacin(4+) (CHEBI:84739)
4'-uridylylamikacin(3+) (CHEBI:233261) has functional parent amikacin(4+) (CHEBI:84739)
amikacin disulfate (CHEBI:2638) has part amikacin(4+) (CHEBI:84739)
amikacin (CHEBI:2637) is conjugate base of amikacin(4+) (CHEBI:84739)
IUPAC Name 
(1S,2S,3R,4S,6R)-4-azaniumyl-3-[(6-azaniumyl-6-deoxy-α-D-glucopyranosyl)oxy]-6-{[(2S)-4-azaniumyl-2-hydroxybutanoyl]amino}-2-hydroxycyclohexyl 3-azaniumyl-3-deoxy-α-D-glucopyranoside
UniProt Name  Source
amikacinUniProt