1.0 2011-09-21 00:20:28 UTC 2015-10-09 22:32:57 UTC FDB022845 6-Methyladenine 6-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)-Methyladenine 6-(Methylamino)purine 6-MAP 6-Methylaminopurine 6-Monomethylaminopurine Methyl(purin-6-yl)amine N-6-Methyladenine N-Methyl-9H-purin-6-amine n-methyl-Adenine N-methyl-N-(9H-purin-6-yl)amine N-methyladenine N(Sup6)-Methyladenine N(Sup6)-Monomethyladenine N6-Methyladenine N6-Monomethyladenine C6H7N5 149.1533 149.070145249 N-methyl-7H-purin-6-amine 6-(methylamino)purine 443-72-1 CNC1=NC=NC2=C1NC=N2 InChI=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-alkylaminopurines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Imidolactams Organopnictogen compounds Secondary alkylarylamines 6-alkylaminopurine Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidolactam Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyrimidine Secondary aliphatic/aromatic amine Secondary amine 6-alkylaminopurine methyladenine Solid logp 0.19 ALOGPS logs -2.20 ALOGPS solubility 9.45e-01 g/l ALOGPS logp -0.27 ChemAxon pka_strongest_acidic 10.24 ChemAxon pka_strongest_basic 3.49 ChemAxon iupac N-methyl-7H-purin-6-amine ChemAxon average_mass 149.1533 ChemAxon mono_mass 149.070145249 ChemAxon smiles CNC1=NC=NC2=C1NC=N2 ChemAxon formula C6H7N5 ChemAxon inchi InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11) ChemAxon inchikey CKOMXBHMKXXTNW-UHFFFAOYSA-N ChemAxon polar_surface_area 66.49 ChemAxon refractivity 43.71 ChemAxon polarizability 14.43 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1793 Specdb::CMs 25243 Specdb::CMs 159661 Specdb::MsIr 1607 Specdb::MsIr 1608 Specdb::MsIr 1609 Specdb::NmrOneD 1853 Specdb::NmrOneD 148940 Specdb::NmrOneD 148941 Specdb::NmrOneD 148942 Specdb::NmrOneD 148943 Specdb::NmrOneD 148944 Specdb::NmrOneD 148945 Specdb::NmrOneD 148946 Specdb::NmrOneD 148947 Specdb::NmrOneD 148948 Specdb::NmrOneD 148949 Specdb::NmrOneD 148950 Specdb::NmrOneD 148951 Specdb::NmrOneD 148952 Specdb::NmrOneD 148953 Specdb::NmrOneD 148954 Specdb::NmrOneD 148955 Specdb::NmrOneD 148956 Specdb::NmrOneD 148957 Specdb::NmrOneD 148958 Specdb::NmrOneD 148959 Specdb::MsMs 6336 Specdb::MsMs 6337 Specdb::MsMs 6338 Specdb::MsMs 6339 Specdb::MsMs 6340 Specdb::MsMs 321922 Specdb::MsMs 321923 Specdb::MsMs 321924 Specdb::MsMs 369673 Specdb::MsMs 369674 Specdb::MsMs 369675 Specdb::MsMs 438161 Specdb::MsMs 438162 Specdb::MsMs 438163 Specdb::MsMs 438164 Specdb::MsMs 438165 Specdb::MsMs 2684310 Specdb::MsMs 2684311 Specdb::MsMs 2684312 Specdb::MsMs 3024015 Specdb::MsMs 3024016 Specdb::MsMs 3024017 HMDB02099 N6M #<Reference:0x000055ce315e1b18> #<Reference:0x000055ce315e1960> #<Reference:0x000055ce315e1730> #<Reference:0x000055ce315e14d8> #<Reference:0x000055ce315e12d0> #<Reference:0x000055ce315e10f0> #<Reference:0x000055ce315e0e70> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823