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CHEBI:157762 - N7-methyl-GpppA

ChEBI IDCHEBI:157762
ChEBI NameN7-methyl-GpppA
Stars
ASCII NameN(7)-methyl-GpppA
DefinitionA 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.
Secondary ChEBI IDCHEBI:42924
Last Modified4 January 2023
SubmitterKalpana P
DownloadsMolfile
FormulaC21H30N10O17P3
Net Charge+1
Average Mass787.446
Monoisotopic Mass787.09978
SMILESC[n+]1cn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c2nc(N)nc(=O)c21
InChIInChI=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
InChIKeyQQOHNVHGNZYSBP-XPWFQUROSA-O
Roles Classification
Biological Role:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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  Source
P1-7-methylguanosine-P3-adenosine-5',5'-triphosphatePDBeChem
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-GpppADrugBank
m7-GpppAChEBI
[(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 phosphatePDBeChem
m7GpppAChEBI
Manual XrefsDatabases
GTAPDBeChem
DB01649DrugBank
393721ChemSpider
Citations