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CHEBI:42768 - geneticin

ChEBI IDCHEBI:42768
ChEBI Namegeneticin
Stars
DefinitionAn aminoglycoside antibiotic produced by Micromonospora rhodorangea. It blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells.
Secondary ChEBI IDsCHEBI:33028, CHEBI:42764
Last Modified28 July 2014
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC20H40N4O10
Net Charge0
Average Mass496.558
Monoisotopic Mass496.27444
SMILESCN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](C(C)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O
InChIInChI=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
InChIKeyBRZYSWJRSDMWLG-CAXSIQPQSA-N
Roles Classification
Biological Roles:
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.
Applications:
antiparasitic agent  A substance used to treat or prevent parasitic infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
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.
ChEBI Ontology
Outgoing Relation(s)
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)
geneticin (CHEBI:42768) is conjugate base of geneticin cation(4+) (CHEBI:195256)
Incoming Relation(s)
geneticin cation(4+) (CHEBI:195256) is conjugate acid of geneticin (CHEBI:42768)
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  Source
antibiotic G 418ChemIDplus
GENETICINPDBeChem
G 418ChemIDplus
G418KEGG COMPOUND
GeneticinKEGG COMPOUND
Manual XrefsDatabases
GETPDBeChem
C17703KEGG COMPOUND
DB04263DrugBank
Registry NumbersSources
Beilstein:1669188Beilstein
CAS:49863-47-0ChemIDplus
CAS:49863-47-0KEGG COMPOUND