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

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ChEBI Name guanosine 5'-[β,γ-imido]triphosphate
ChEBI ID CHEBI:78408
ChEBI ASCII Name guanosine 5'-[beta,gamma-imido]triphosphate
Definition A 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+.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42862
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Formula C10H17N6O13P3
Net Charge 0
Average Mass 522.19570
Monoisotopic Mass 522.00665
InChI InChI=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
InChIKey UQABYHGXWYXDTK-UUOKFMHZSA-N
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)NP(O)(O)=O)[C@@H](O)[C@H]1O
ChEBI Ontology
Outgoing 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 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 Sources
5'-Guanylic acid, monoanhydride with imidodiphosphoric acid ChemIDplus
5'-guanylylimidodiphosphate ChEBI
GMP-PNP ChEBI
GMP-Pnp ChemIDplus
Gpp(NH)-p ChEBI
Gpp(NH)p ChEBI
Guanylyl imidodiphosphate ChemIDplus
Manual Xrefs Databases
5'-Guanylyl imidodiphosphate Wikipedia
GNP PDBeChem
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Registry Numbers Types Sources
1201190 Reaxys Registry Number Reaxys
34273-04-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
11 August 2014