Terminology Service for NFDI4Health
JSON

amikacin

Go to external page http://purl.obolibrary.org/obo/CHEBI_2637

An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.

Term info

Label

amikacin

Synonyms
  • (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide
  • Amikacin
database cross reference
Subsets

3_STAR

INN
amikacin [ ChemIDplus ]

INN
amikacine [ ChemIDplus ]

INN
amikacinum [ ChemIDplus ]

INN
amikacina [ ChemIDplus ]

IUPAC NAME
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide [ IUPAC ]

charge

0

formula

C22H43N5O13

has obo namespace

chebi_ontology

has related synonym

amikacin, amikacina, 1-N-(L(-)-gamma-amino-alpha-hydroxybutyryl)kanamycin A, amikacine, amikacinum, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine

id

CHEBI:2637

inchi

InChI=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)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1

inchikey

LKCWBDHBTVXHDL-RMDFUYIESA-N

mass

585.60272

monoisotopicmass

585.28574

smiles

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