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CHEBI:134705 - etimicin

ChEBI IDCHEBI:134705
ChEBI Nameetimicin
Stars
DefinitionAn aminoglycoside antibiotic that is gentamycin C1a in which the hydrogen of the amino group at position 1 is substituted by an ethyl group. It is a fourth generation semisynthetic aminoglycoside that has antimicrobial activity against both gram-positive and gram-negative bacterial infections and also effective against aminoglycoside resistant strains.
Last Modified6 October 2020
DownloadsMolfile
FormulaC21H43N5O7
Net Charge0
Average Mass477.603
Monoisotopic Mass477.31625
SMILESCCN[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]1OC[C@](C)(O)[C@H](NC)[C@H]1O
InChIInChI=1S/C21H43N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20/h10-20,25-29H,4-9,22-24H2,1-3H3/t10-,11+,12-,13+,14-,15+,16+,17-,18+,19+,20+,21-/m0/s1
InChIKeyNZGMVSJQULXLHF-RAKCNUBFSA-N
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
etimicin (CHEBI:134705) has functional parent gentamycin C1a (CHEBI:27784)
etimicin (CHEBI:134705) has role antibacterial agent (CHEBI:33282)
etimicin (CHEBI:134705) is a amino cyclitol glycoside (CHEBI:22479)
etimicin (CHEBI:134705) is a aminoglycoside antibiotic (CHEBI:22507)
IUPAC Name 
(1R,2S,3S,4R,6S)-6-amino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy}-4-(ethylamino)-2-hydroxycyclohexyl 2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranoside
Synonyms  Source
etilmicinChemIDplus
etimicinChemIDplus
antibiotic 89-07ChemIDplus
N1-ethylgentamicin C1aChemIDplus
1-N-ethylgentamicin C1aChEBI
Manual XrefsDatabases
5171DrugCentral
US5814488Patent
Registry NumbersSources
CAS:59711-96-5ChemIDplus
Citations