CHEBI:134705 - etimicin

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ChEBI Name etimicin
ChEBI ID CHEBI:134705
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H43N5O7
Net Charge 0
Average Mass 477.603
Monoisotopic Mass 477.31625
InChI InChI=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
InChIKey NZGMVSJQULXLHF-RAKCNUBFSA-N
SMILES CCN[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
Roles Classification
Biological Role(s): 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.
(via carbohydrate-containing antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
1-N-ethylgentamicin C1a ChEBI
antibiotic 89-07 ChemIDplus
etilmicin ChemIDplus
etimicin ChemIDplus
N1-ethylgentamicin C1a ChemIDplus
Manual Xrefs Databases
5171 DrugCentral
US5814488 Patent
View more database links
Registry Number Type Source
59711-96-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11776118 PubMed citation Europe PMC
11931698 PubMed citation Europe PMC
22918626 PubMed citation Europe PMC
22983905 PubMed citation Europe PMC
25233899 PubMed citation Europe PMC
25464101 PubMed citation Europe PMC
26924270 PubMed citation Europe PMC
287242 Chinese Abstracts citation Europe PMC
28881316 PubMed citation Europe PMC
30814950 PubMed citation Europe PMC
31847403 PubMed citation Europe PMC
31937930 PubMed citation Europe PMC
IND500599137 Agricola citation Europe PMC
Last Modified
06 October 2020