CHEBI:58189 - GDP(3−)

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ChEBI Name GDP(3−)
ChEBI ID CHEBI:58189
ChEBI ASCII Name GDP(3-)
Definition A nucleoside 5'-diphosphate(3−) obtained by deprotonation of the three diphosphate OH groups of guanosine 5'-diphosphate (GMP); major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000001532728
Download Molfile XML SDF
Formula C10H12N5O11P2
Net Charge -3
Average Mass 440.17670
Monoisotopic Mass 440.00250
InChI InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/p-3/t3-,5-,6-,9-/m1/s1
InChIKey QGWNDRXFNXRZMB-UUOKFMHZSA-K
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing GDP(3−) (CHEBI:58189) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
GDP(3−) (CHEBI:58189) has role human metabolite (CHEBI:77746)
GDP(3−) (CHEBI:58189) is a nucleoside 5'-diphosphate(3−) (CHEBI:57930)
GDP(3−) (CHEBI:58189) is conjugate base of GDP(2−) (CHEBI:65180)
Incoming N2,N2,N7-trimethylguanosine diphosphate (2−) (CHEBI:156463) has functional parent GDP(3−) (CHEBI:58189)
N2-(1-hydroxy-2-oxoethyl)-GDP (CHEBI:141574) has functional parent GDP(3−) (CHEBI:58189)
N2-(1-hydroxy-2-oxopropyl)-GDP(3−) (CHEBI:141573) has functional parent GDP(3−) (CHEBI:58189)
N2-(ADP-D-ribosyl)-GDP(5−) (CHEBI:142713) has functional parent GDP(3−) (CHEBI:58189)
GDP(2−) (CHEBI:65180) is conjugate acid of GDP(3−) (CHEBI:58189)
IUPAC Name
5'-O-[(phosphonatooxy)phosphinato]guanosine
Synonyms Sources
GDP UniProt
GDP trianion ChEBI
guanosine 5'-diphosphate ChEBI
guanosine 5'-diphosphate trianion ChEBI
guanosine 5'-diphosphate(3−) ChEBI
Registry Number Type Source
4896956 Reaxys Registry Number Reaxys
Citations Types Sources
18433830 PubMed citation Europe PMC
8632770 PubMed citation Europe PMC
Last Modified
13 March 2017