1.0 2011-09-21 00:19:16 UTC 2015-07-21 06:57:21 UTC FDB022767 1,7-Dimethylguanosine 1,7-dimethylguanosine is a modified ribonucleoside. 1,7-dimethylguanosine is formed in tRNA enzymatic methylation. 1,7-Dimethylguanosine was found to be formed in high amounts in the tRNA methylation reaction at high concentrations of methylating agents.1,7-dimethylguanosine has a possible connection to chemical cancerogenesis and to the aberrant increase of tRNA methylases activity in tumor tissues. The amount of 1,7-dimethylguanosine produced by the kidney is higher than that produced by the liver. The immediate precursor in the formation of 1,7-dimethylguanosine in tRNA appears to be 1-methylguanosine. An accumulation of modified ribonucleosides appears in the serum of uremic patients. (PMID: 7046770, 6164398, 7259877, 7159514, 9607216) [HMDB] C12H17N5O5 311.2939 311.122968679 2-amino-9-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-oxidooxolan-2-yl]-1,7-dimethyl-6-oxo-6,7-dihydro-1H-9λ⁵-purin-9-ylium 2-amino-9-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-oxidooxolan-2-yl]-1,7-dimethyl-6-oxo-9λ⁵-purin-9-ylium 69453-64-1 CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2[O-])C2=C1C(=O)N(C)C(N)=N2 InChI=1S/C12H17N5O5/c1-15-4-17(11-8(20)7(19)5(3-18)22-11)9-6(15)10(21)16(2)12(13)14-9/h4-5,7-8,11,18-19H,3H2,1-2H3,(H2,13,14)/t5-,7-,8-,11-/m1/s1 AISVAXNALHBFPC-IOSLPCCCSA-N belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Purine nucleosides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Aromatic heteropolycyclic compounds 6-oxopurines Alkoxides Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines Lactams Monosaccharides N-substituted imidazoles Organic oxides Organic zwitterions Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 6-oxopurine Alcohol Alkoxide Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine Lactam Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organic zwitterion Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Purine Purine nucleoside Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide Solid logp -1.78 ALOGPS logs -1.77 ALOGPS solubility 6.18e+00 g/l ALOGPS logp -6.5 ChemAxon pka_strongest_acidic 11.72 ChemAxon pka_strongest_basic 1.25 ChemAxon iupac 2-amino-9-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-oxidooxolan-2-yl]-1,7-dimethyl-6-oxo-6,7-dihydro-1H-9λ⁵-purin-9-ylium ChemAxon average_mass 311.2939 ChemAxon mono_mass 311.122968679 ChemAxon smiles CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2[O-])C2=C1C(=O)N(C)C(N)=N2 ChemAxon formula C12H17N5O5 ChemAxon inchi InChI=1S/C12H17N5O5/c1-15-4-17(11-8(20)7(19)5(3-18)22-11)9-6(15)10(21)16(2)12(13)14-9/h4-5,7-8,11,18-19H,3H2,1-2H3,(H2,13,14)/t5-,7-,8-,11-/m1/s1 ChemAxon inchikey AISVAXNALHBFPC-IOSLPCCCSA-N ChemAxon polar_surface_area 140.25 ChemAxon refractivity 85.26 ChemAxon polarizability 30.55 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22850 Specdb::CMs 38201 Specdb::CMs 147462 Specdb::NmrOneD 9962 Specdb::NmrOneD 9963 Specdb::NmrOneD 9964 Specdb::NmrOneD 9965 Specdb::NmrOneD 9966 Specdb::NmrOneD 9967 Specdb::NmrOneD 9968 Specdb::NmrOneD 9969 Specdb::NmrOneD 9970 Specdb::NmrOneD 9971 Specdb::NmrOneD 9972 Specdb::NmrOneD 9973 Specdb::NmrOneD 9974 Specdb::NmrOneD 9975 Specdb::NmrOneD 9976 Specdb::NmrOneD 9977 Specdb::NmrOneD 9978 Specdb::NmrOneD 9979 Specdb::NmrOneD 9980 Specdb::NmrOneD 9981 Specdb::MsMs 316720 Specdb::MsMs 316721 Specdb::MsMs 316722 Specdb::MsMs 363052 Specdb::MsMs 363053 Specdb::MsMs 363054 Specdb::MsMs 2293806 Specdb::MsMs 2293807 Specdb::MsMs 2293808 Specdb::MsMs 2640985 Specdb::MsMs 2640986 Specdb::MsMs 2640987 HMDB01961 #<Reference:0x00007f093c1124d8> #<Reference:0x00007f093c1122d0> #<Reference:0x00007f093c112118> #<Reference:0x00007f093c111f38> #<Reference:0x00007f093c111d30> 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