CHEBI:42768 - geneticin

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ChEBI Name geneticin
ChEBI ID CHEBI:42768
Definition An aminoglycoside antibiotic produced by Micromonospora rhodorangea. It blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42764, CHEBI:33028
Supplier Information
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Formula C20H40N4O10
Net Charge 0
Average Mass 496.55256
Monoisotopic Mass 496.27444
InChI InChI=1S/C20H40N4O10/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19/h6-19,24-30H,4-5,21-23H2,1-3H3/t6?,7-,8+,9+,10+,11-,12-,13+,14+,15+,16-,17+,18+,19+,20-/m0/s1
InChIKey BRZYSWJRSDMWLG-CAXSIQPQSA-N
SMILES CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]1[C@H](N)C[C@H](N)[C@@H](O[C@H]2O[C@H](C(C)O)[C@@H](O)[C@H](O)[C@H]2N)[C@@H]1O
Roles Classification
Biological Role(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antiparasitic agent
A substance used to treat or prevent parasitic infections.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
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ChEBI Ontology
Outgoing geneticin (CHEBI:42768) has role antiinfective agent (CHEBI:35441)
geneticin (CHEBI:42768) has role antiparasitic agent (CHEBI:35442)
geneticin (CHEBI:42768) has role antiprotozoal drug (CHEBI:35820)
geneticin (CHEBI:42768) has role coccidiostat (CHEBI:35818)
geneticin (CHEBI:42768) is a aminoglycoside antibiotic (CHEBI:22507)
IUPAC Name
(1R,2S,3S,4R,6S)-4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-α-D-gluco-heptopyranoside
Synonyms Sources
antibiotic G 418 ChemIDplus
G 418 ChemIDplus
G418 KEGG COMPOUND
GENETICIN PDBeChem
Geneticin KEGG COMPOUND
Manual Xrefs Databases
C17703 KEGG COMPOUND
DB04263 DrugBank
GET PDBeChem
View more database links
Registry Numbers Types Sources
1669188 Beilstein Registry Number ChemIDplus
49863-47-0 CAS Registry Number ChemIDplus
Last Modified
28 July 2014