Page last updated: 2024-10-15

7-methyl-GTP

Cross-References

ID SourceID
PubMed CID135450598
CHEMBL ID1094973

Synonyms (11)

Synonym
aids166754
[[[5-(2-amino-7-methyl-6-oxo-7,9-dihydro-5h-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-hydroxy-phosphoryl]oxyphosphonic acid
1h-purinium, 2-amino-6,9-dihydro-9-[5-o-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-beta-d-ribofuranosyl]-7-methyl-6-oxo-, inner salt
9h-purinium, 2-amino-6-hydroxy-9-[5-o-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-beta-d-ribofuranosyl]-7-methyl-, inner salt
guanosine 5'-(tetrahydrogen triphosphate), 7-methyl-, inner salt (9ci)
7-methylguanosinetriphosphate
purinium, 2-amino-1,6-dihydro-7-methyl-6-oxo-9-beta-d-ribofuranosyl-, hydroxide, 5'-(tetrahydrogen triphosphate), inner salt (8ci)
CHEMBL1094973 ,
((2r,3s,4r,5r)-5-(2-amino-7-methyl-6-oxo-1h-purin-1-ium-9(6h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl hydrogen triphosphate
bdbm50316302
Q27121985
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
guanosine 5'-phosphate
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Eukaryotic translation initiation factor 4EHomo sapiens (human)Ki0.02800.02800.02800.0280AID669612
Eukaryotic translation initiation factor 4EOryctolagus cuniculus (rabbit)IC50 (µMol)4.99402.36004.99408.0000AID1241168; AID1241169; AID423564; AID423565; AID423566
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Eukaryotic translation initiation factor 4EMus musculus (house mouse)Kd0.01000.01000.01000.0100AID476963
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of autophagyEukaryotic translation initiation factor 4EHomo sapiens (human)
G1/S transition of mitotic cell cycleEukaryotic translation initiation factor 4EHomo sapiens (human)
behavioral fear responseEukaryotic translation initiation factor 4EHomo sapiens (human)
mRNA export from nucleusEukaryotic translation initiation factor 4EHomo sapiens (human)
translational initiationEukaryotic translation initiation factor 4EHomo sapiens (human)
regulation of translationEukaryotic translation initiation factor 4EHomo sapiens (human)
negative regulation of translationEukaryotic translation initiation factor 4EHomo sapiens (human)
stem cell population maintenanceEukaryotic translation initiation factor 4EHomo sapiens (human)
neuron differentiationEukaryotic translation initiation factor 4EHomo sapiens (human)
negative regulation of neuron differentiationEukaryotic translation initiation factor 4EHomo sapiens (human)
positive regulation of mitotic cell cycleEukaryotic translation initiation factor 4EHomo sapiens (human)
cellular response to dexamethasone stimulusEukaryotic translation initiation factor 4EHomo sapiens (human)
regulation of translation at postsynapse, modulating synaptic transmissionEukaryotic translation initiation factor 4EHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
RNA cap bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
RNA 7-methylguanosine cap bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
RNA bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
translation initiation factor activityEukaryotic translation initiation factor 4EHomo sapiens (human)
protein bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
enzyme bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
eukaryotic initiation factor 4G bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
mRNA cap bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
DNA-binding transcription factor bindingEukaryotic translation initiation factor 4EHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
P-bodyEukaryotic translation initiation factor 4EHomo sapiens (human)
nucleusEukaryotic translation initiation factor 4EHomo sapiens (human)
cytoplasmEukaryotic translation initiation factor 4EHomo sapiens (human)
cytosolEukaryotic translation initiation factor 4EHomo sapiens (human)
cytoplasmic stress granuleEukaryotic translation initiation factor 4EHomo sapiens (human)
eukaryotic translation initiation factor 4F complexEukaryotic translation initiation factor 4EHomo sapiens (human)
nuclear speckEukaryotic translation initiation factor 4EHomo sapiens (human)
chromatoid bodyEukaryotic translation initiation factor 4EHomo sapiens (human)
cytoplasmic ribonucleoprotein granuleEukaryotic translation initiation factor 4EHomo sapiens (human)
perinuclear region of cytoplasmEukaryotic translation initiation factor 4EHomo sapiens (human)
extracellular exosomeEukaryotic translation initiation factor 4EHomo sapiens (human)
postsynapseEukaryotic translation initiation factor 4EHomo sapiens (human)
glutamatergic synapseEukaryotic translation initiation factor 4EHomo sapiens (human)
RISC complexEukaryotic translation initiation factor 4EHomo sapiens (human)
cytosolEukaryotic translation initiation factor 4EMus musculus (house mouse)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID476963Binding affinity to mouse eIF4E expressed in Escherichia coli by fluorescence time-synchronized titration method in presence of KKRYDREFLLGFQFIFA2010European journal of medicinal chemistry, Apr, Volume: 45, Issue:4
Design, synthesis and evaluation of analogs of initiation factor 4E (eIF4E) cap-binding antagonist Bn7-GMP.
AID1241167Stability of the compound in 10% fetal bovine serum at 50 uM up to 240 mins by RP-HPLC analysis2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
AID423563Stability in presence of human DcpS assessed as complete degradation at 40 uM by HPLC-based assay2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
AID423564Inhibition of eukaryotic initiation factor 4E in micrococcal nuclease-pretreated rabbit reticulocyte lysate assessed as inhibition of m7,3'-O-GpppG-capped 5'UTRbetaglob-LUC mRNA translation by luciferase-based luminometry2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
AID476965Binding affinity to mouse eIF4E expressed in Escherichia coli by fluorescence time-synchronized titration method in absence of KKRYDREFLLGFQFIFA2010European journal of medicinal chemistry, Apr, Volume: 45, Issue:4
Design, synthesis and evaluation of analogs of initiation factor 4E (eIF4E) cap-binding antagonist Bn7-GMP.
AID674494Inhibition of Ascaris suum eIF4E-3 assessed as inhibition of cap-dependent translation after 1 hr by cell-free Renilla luciferase reporter gene assay2012Bioorganic & medicinal chemistry, Aug-01, Volume: 20, Issue:15
Synthesis of N²-modified 7-methylguanosine 5'-monophosphates as nematode translation inhibitors.
AID476964Binding affinity to mouse eIF4E expressed in Escherichia coli assessed as fluorescence quenching by time-synchronized fluorescence titration assay in presence of KKRYDREFLLGFQFIFA2010European journal of medicinal chemistry, Apr, Volume: 45, Issue:4
Design, synthesis and evaluation of analogs of initiation factor 4E (eIF4E) cap-binding antagonist Bn7-GMP.
AID1241168Inhibition of eIF4E-mediated translation in flexi rabbit reticulocyte lysate using luciferase mRNA treated simultaneously with mRNA by luminescence based luciferase assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
AID423562Binding affinity to mouse eukaryotic initiation factor 4E expressed in Escherichia coli BL21(DE3) by fluorescence quenching titration method2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
AID669612Competitive inhibition of [3H]m7-GTP binding to human FLAG-His6 tagged eIF4E expressed in Escherichia coli by scintillation proximity assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-guided design, synthesis, and evaluation of guanine-derived inhibitors of the eIF4E mRNA-cap interaction.
AID1241164Stability of the compound assessed as human DcpS-mediated compound hydrolysis at 40 uM after 10 to 180 mins by HPLC analysis2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
AID423565Inhibition of eukaryotic initiation factor 4E in micrococcal nuclease-pretreated rabbit reticulocyte lysate assessed as inhibition of m7,3'-O-GpppG-capped 5'UTRbetaglob-LUC mRNA translation treated 60 mins before mRNA addition by luciferase-based luminome2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
AID423566Inhibition of eukaryotic initiation factor 4E in micrococcal nuclease-pretreated rabbit reticulocyte lysate assessed as inhibition of rabbit beta-globulin mRNA translation by [3H]leucine incorporation assay2009Bioorganic & medicinal chemistry letters, Apr-01, Volume: 19, Issue:7
Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.
AID1241169Inhibition of eIF4E-mediated translation in flexi rabbit reticulocyte lysate using luciferase mRNA preincubated for 60 mins before mRNA addition by luminescence based luciferase assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
AID476966Binding affinity to mouse eIF4E expressed in Escherichia coli assessed as fluorescence quenching by time-synchronized fluorescence titration assay in absence of KKRYDREFLLGFQFIFA2010European journal of medicinal chemistry, Apr, Volume: 45, Issue:4
Design, synthesis and evaluation of analogs of initiation factor 4E (eIF4E) cap-binding antagonist Bn7-GMP.
AID1241163Binding affinity to eIF4E (unknown origin) by fluorescence quenching assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
AID1241166Stability of the compound in 5% fetal bovine serum at 50 uM up to 240 mins by RP-HPLC analysis2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Phosphate-modified analogues of m(7)GTP and m(7)Gppppm(7)G-Synthesis and biochemical properties.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's4 (80.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]