CHEBI:157762 - N7-methyl-GpppA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N7-methyl-GpppA
ChEBI ID CHEBI:157762
ChEBI ASCII Name N(7)-methyl-GpppA
Definition A guanosine 5'-phosphate that is 7-methyl-GTP(1+) in which the hydroxy group of the terminal phosphate is substituted by an adenosyl group. It is a cap analog that can be incorporated into mRNA.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kalpana P
Secondary ChEBI IDs CHEBI:42924
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C21H30N10O17P3
Net Charge +1
Average Mass 787.445
Monoisotopic Mass 787.09978
InChI InChI=1S/C21H29N10O17P3/c1-29-6-31(17-10(29)18(36)28-21(23)27-17)20-14(35)12(33)8(46-20)3-44-50(39,40)48-51(41,42)47-49(37,38)43-2-7-11(32)13(34)19(45-7)30-5-26-9-15(22)24-4-25-16(9)30/h4-8,11-14,19-20,32-35H,2-3H2,1H3,(H7-,22,23,24,25,27,28,36,37,38,39,40,41,42)/p+1/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChIKey QQOHNVHGNZYSBP-XPWFQUROSA-O
SMILES C[N+]1=CN([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C3N=CN=C4N)[C@@H](O)[C@H]2O)C2=C1C(=O)NC(N)=N2
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via nucleoside 5'-triphoshate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N7-methyl-GpppA (CHEBI:157762) has functional parent 7-methyl-GTP(1+) (CHEBI:50226)
N7-methyl-GpppA (CHEBI:157762) is a adenosine 5'-phosphate (CHEBI:37096)
N7-methyl-GpppA (CHEBI:157762) is a guanosine 5'-phosphate (CHEBI:37121)
N7-methyl-GpppA (CHEBI:157762) is a purine ribonucleoside 5'-triphosphate (CHEBI:37045)
N7-methyl-GpppA (CHEBI:157762) is conjugate acid of (N7-methyl 5'-triphospho-guanosine)-adenosine(2−) (CHEBI:144023)
Incoming (N7-methyl 5'-triphospho-guanosine)-adenosine(2−) (CHEBI:144023) is conjugate base of N7-methyl-GpppA (CHEBI:157762)
IUPAC Name
2-amino-9-[(2R,3R,4S,5R)-5-({[{[{[{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium
Synonyms Sources
2-amino-9-[(2R,3R,4S,5R)-5-({[(R)-{[(R)-{[(S)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxytetrahydrofuran-2-yl]-7-methyl-6-oxo-6,9-dihydro-1H-purin-7-ium (non-preferred name) PDBeChem
7-methyl-GpppA DrugBank
[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-7-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] hydrogen phosphate PDBeChem
m(7)GpppA ChEBI
m7-GpppA ChEBI
m7GP3A ChEBI
m7GpppA ChEBI
N7-MeGpppA ChEBI
P1-7-methylguanosine-P3-adenosine-5',5'-triphosphate PDBeChem
Manual Xrefs Databases
393721 ChemSpider
DB01649 DrugBank
GTA PDBeChem
View more database links
Citations Waiting for Citations Types Sources
11879179 PubMed citation Europe PMC
12691746 PubMed citation Europe PMC
15068804 PubMed citation Europe PMC
15590684 PubMed citation Europe PMC
16271312 PubMed citation Europe PMC
17686489 PubMed citation Europe PMC
18501946 PubMed citation Europe PMC
18976670 PubMed citation Europe PMC
19101564 PubMed citation Europe PMC
19307714 PubMed citation Europe PMC
19710013 PubMed citation Europe PMC
20655081 PubMed citation Europe PMC
28254839 PubMed citation Europe PMC
33972410 PubMed citation Europe PMC
35758665 PubMed citation Europe PMC
Last Modified
04 January 2023