CHEBI:78408 - guanosine 5'-[β,γ-imido]triphosphate

ChEBI IDCHEBI:78408
ChEBI Nameguanosine 5'-[β,γ-imido]triphosphate
Stars
ASCII Nameguanosine 5'-[beta,gamma-imido]triphosphate
DefinitionA nucleoside triphosphate analogue that is GTP in which the oxygen atom bridging the β- to the γ- phosphate is replaced by a nitrogen atom A non-hydrolyzable analog of GTP, it binds tightly to G-protein in the presence of Mg2+.
Secondary ChEBI IDCHEBI:42862
Last Modified11 August 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC10H17N6O13P3
Net Charge0
Average Mass522.197
Monoisotopic Mass522.00664
SMILESNc1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)NP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
InChIInChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5-,6-,9-/m1/s1
InChIKeyUQABYHGXWYXDTK-UUOKFMHZSA-N
Wikipedia
ChEBI Ontology
Outgoing Relation(s)
guanosine 5'-[β,γ-imido]triphosphate (CHEBI:78408) is a nucleoside triphosphate analogue (CHEBI:37413)
guanosine 5'-[β,γ-imido]triphosphate (CHEBI:78408) is conjugate acid of guanosine 5'-[β,γ-imido]triphosphate(4−) (CHEBI:78409)
Incoming Relation(s)
guanosine 5'-[β,γ-imido]triphosphate(4−) (CHEBI:78409) is conjugate base of guanosine 5'-[β,γ-imido]triphosphate (CHEBI:78408)
IUPAC Name 
5'-O-(hydroxy{[hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl)guanosine
Synonyms  Source
GMP-PnpChemIDplus
5'-Guanylic acid, monoanhydride with imidodiphosphoric acidChemIDplus
Guanylyl imidodiphosphateChemIDplus
5'-guanylylimidodiphosphateChEBI
GMP-PNPChEBI
Gpp(NH)pChEBI
Manual XrefsDatabases
GNPPDBeChem
5'-Guanylyl imidodiphosphateWikipedia
Registry NumbersSources
Reaxys:1201190Reaxys
CAS:34273-04-6ChemIDplus
Citations