1.02011-09-21 00:20:28 UTC2015-10-09 22:32:57 UTCFDB0228456-Methyladenine6-Methyladenine is a methylated adenine residue. The formation of internal 6-methyladenine (m6A) residues in eucaryotic messenger RNA (mRNA) is a postsynthetic modification in which S-adenosyl-L-methionine (SAM) serves as the methyl donor. 6-Methyladenine residues have also been localized to heterogeneous nuclear RNA (HnRNA), and for the most part these residues are conserved during mRNA processing. Although the biological significance of internal adenine methylation in eucaryotic mRNA remains unclear, a great deal of research has indicated that this modification may be required for mRNA transport to the cytoplasm, the selection of splice sites or other RNA processing reactions. The presence of m6A residues increases the in vitro translation efficiency of dihydrofolate reductase; an inhibition of m6A residues in dihydrofolate reductase transcripts significantly alters their rate of translation. m6A is found in many human fluids: oviductal fluid, blood plasma and urine. (PMID: 1551452, 8925412, 10481270, 16083005, 16684535, 3506820, 3728186) [HMDB](N-6)-Methyladenine6-(Methylamino)purine6-MAP6-Methylaminopurine6-MonomethylaminopurineMethyl(purin-6-yl)amineN-6-MethyladenineN-Methyl-9H-purin-6-aminen-methyl-AdenineN-methyl-N-(9H-purin-6-yl)amineN-methyladenineN(Sup6)-MethyladenineN(Sup6)-MonomethyladenineN6-MethyladenineN6-MonomethyladenineC6H7N5149.1533149.070145249N-methyl-7H-purin-6-amine6-(methylamino)purine443-72-1CNC1=NC=NC2=C1NC=N2InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)CKOMXBHMKXXTNW-UHFFFAOYSA-N belongs to the class of organic compounds known as 6-alkylaminopurines. 6-alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.6-alkylaminopurinesOrganic compoundsOrganoheterocyclic compoundsImidazopyrimidinesPurines and purine derivativesAromatic heteropolycyclic compoundsAminopyrimidines and derivativesAzacyclic compoundsHeteroaromatic compoundsHydrocarbon derivativesImidazolesImidolactamsOrganopnictogen compoundsSecondary alkylarylamines6-alkylaminopurineAmineAminopyrimidineAromatic heteropolycyclic compoundAzacycleAzoleHeteroaromatic compoundHydrocarbon derivativeImidazoleImidolactamOrganic nitrogen compoundOrganonitrogen compoundOrganopnictogen compoundPyrimidineSecondary aliphatic/aromatic amineSecondary amine6-alkylaminopurinemethyladenineSolidlogp0.19logs-2.20solubility9.45e-01 g/llogp-0.27pka_strongest_acidic10.24pka_strongest_basic3.49iupacN-methyl-7H-purin-6-amineaverage_mass149.1533mono_mass149.070145249smilesCNC1=NC=NC2=C1NC=N2formulaC6H7N5inchiInChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)inchikeyCKOMXBHMKXXTNW-UHFFFAOYSA-Npolar_surface_area66.49refractivity43.71polarizability14.43rotatable_bond_count1acceptor_count4donor_count2physiological_charge0formal_charge0Specdb::MsIr1607Specdb::MsIr1608Specdb::MsIr1609Specdb::NmrTwoD1793Specdb::CMs25243Specdb::CMs159661Specdb::NmrOneD1853Specdb::NmrOneD148940Specdb::NmrOneD148941Specdb::NmrOneD148942Specdb::NmrOneD148943Specdb::NmrOneD148944Specdb::NmrOneD148945Specdb::NmrOneD148946Specdb::NmrOneD148947Specdb::NmrOneD148948Specdb::NmrOneD148949Specdb::NmrOneD148950Specdb::NmrOneD148951Specdb::NmrOneD148952Specdb::NmrOneD148953Specdb::NmrOneD148954Specdb::NmrOneD148955Specdb::NmrOneD148956Specdb::NmrOneD148957Specdb::NmrOneD148958Specdb::NmrOneD148959Specdb::MsMs6336Specdb::MsMs6337Specdb::MsMs6338Specdb::MsMs6339Specdb::MsMs6340Specdb::MsMs321922Specdb::MsMs321923Specdb::MsMs321924Specdb::MsMs369673Specdb::MsMs369674Specdb::MsMs369675Specdb::MsMs438161Specdb::MsMs438162Specdb::MsMs438163Specdb::MsMs438164Specdb::MsMs438165Specdb::MsMs2684310Specdb::MsMs2684311Specdb::MsMs2684312Specdb::MsMs3024015Specdb::MsMs3024016Specdb::MsMs3024017HMDB02099N6M#<Reference:0x00005556748c0c38>#<Reference:0x00005556748c0a30>#<Reference:0x00005556748c0878>#<Reference:0x00005556748c0698>#<Reference:0x00005556748c0490>#<Reference:0x00005556748c02b0>#<Reference:0x00005556748c00d0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823