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geneticin

Go to external page http://purl.obolibrary.org/obo/CHEBI_42768

An aminoglycoside antibiotic produced by Micromonospora rhodorangea. It blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells.

Term info

Label

geneticin

Synonyms
  • (1R,2S,3S,4R,6S)-4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside
  • GENETICIN
  • Geneticin
database cross reference
Subsets

3_STAR

IUPAC NAME
(1R,2S,3S,4R,6S)-4,6-diamino-3-[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyloxy]-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranoside [ IUPAC ]

charge

0

formula

C20H40N4O10

has alternative id

CHEBI:42764, CHEBI:33028

has obo namespace

chebi_ontology

has related synonym

antibiotic G 418, G418, G 418

id

CHEBI:42768

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

mass

496.55256

monoisotopicmass

496.27444

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