CHEBI:195256 - geneticin cation(4+)

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This entity has been annotated by a third party. If you would like more information added to this entry, please contact ChEBI via email or GitHub.
ChEBI Name geneticin cation(4+)
ChEBI ID CHEBI:195256
Definition Major microspecies at pH 7.3.
Stars This entity has been manually annotated by a third party.
Submitter Anne Morgat
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C20H44N4O10
Net Charge +4
Average Mass 500.588
Monoisotopic Mass 500.30355
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/p+4/t6?,7-,8+,9+,10+,11-,12-,13+,14+,15+,16-,17+,18+,19+,20-/m0/s1
InChIKey BRZYSWJRSDMWLG-CAXSIQPQSA-R
SMILES C1[C@]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3[NH3+])O)O)C(O)C)[NH3+])[NH3+])O)[NH2+]C)(C)O
ChEBI Ontology
Outgoing geneticin cation(4+) (CHEBI:195256) has functional parent gentamicin X2 cation (4+) (CHEBI:195255)
geneticin cation(4+) (CHEBI:195256) is a 2-deoxystreptamine cation (CHEBI:77452)
geneticin cation(4+) (CHEBI:195256) is conjugate acid of geneticin (CHEBI:42768)
Incoming geneticin (CHEBI:42768) is conjugate base of geneticin cation(4+) (CHEBI:195256)
Synonyms Sources
G418 SUBMITTER
geneticin UniProt
Manual Xref Database
CPD-14209 MetaCyc accession
View more database links
Citations
Kim HJ, Liu YN, McCarty RM, Liu HW (2017)
Reaction Catalyzed by GenK, a Cobalamin-Dependent Radical S-Adenosyl-l-methionine Methyltransferase in the Biosynthetic Pathway of Gentamicin, Proceeds with Retention of Configuration.
Journal of the American Chemical Society 139, 16084-16087 (Source: SUBMITTER) [PubMed:29091410]
[show Abstract]
Kim HJ, McCarty RM, Ogasawara Y, Liu YN, Mansoorabadi SO, LeVieux J, Liu HW (2013)
GenK-catalyzed C-6' methylation in the biosynthesis of gentamicin: isolation and characterization of a cobalamin-dependent radical SAM enzyme.
Journal of the American Chemical Society 135, 8093-8096 (Source: SUBMITTER) [PubMed:23679096]
[show Abstract]