1.0 2011-09-21 00:13:50 UTC 2025-11-19 02:41:40 UTC FDB022428 7-Methylguanosine 7-methylguanosine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls.DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, the DNA becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. 7-Methylguanosine is a substrate for purine-nucleoside phosphorylase and Eukaryotic translation initiation factor 4E. (PMID: 3506820, 17044778, 17264127, 16799933) [HMDB] 2-amino-6,9-dihydro-7-methyl-6-oxo-9-beta-D-ribofuranosyl-1H-Purinium 2-amino-6,9-dihydro-7-methyl-6-oxo-9-beta-delta-ribofuranosyl-1H-Purinium m7g N(7)-Methylguanosine C11H16N5O5 298.2752 298.115143647 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-6,7-dihydro-3H-9lambda5-purin-9-ylium 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-3H-9lambda5-purin-9-ylium 20244-86-4 CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=C(N)N2 InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1 OGHAROSJZRTIOK-KQYNXXCUSA-O 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 Aminopyrimidines and derivatives Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines N-substituted imidazoles Organic cations Organic oxides Organopnictogen compounds Oxacyclic compounds Pentoses Primary alcohols Primary amines Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 6-oxopurine Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine Monosaccharide N-glycosyl compound N-substituted imidazole Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Primary alcohol Primary amine Purine Purine nucleoside Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide methylguanosine organic cation Solid logp -1.43 ALOGPS logs -1.77 ALOGPS solubility 5.61e+00 g/l ALOGPS logp -6.2 ChemAxon pka_strongest_acidic 6.01 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-6,7-dihydro-3H-9lambda5-purin-9-ylium ChemAxon average_mass 298.2752 ChemAxon mono_mass 298.115143647 ChemAxon smiles CN1C=[N+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=C(N)N2 ChemAxon formula C11H16N5O5 ChemAxon inchi InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey OGHAROSJZRTIOK-KQYNXXCUSA-O ChemAxon polar_surface_area 146.21 ChemAxon refractivity 69.38 ChemAxon polarizability 28.47 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 1 ChemAxon Specdb::NmrTwoD 1585 Specdb::CMs 6991 Specdb::CMs 37928 Specdb::CMs 131323 Specdb::CMs 139057 Specdb::NmrOneD 1644 Specdb::NmrOneD 8642 Specdb::NmrOneD 8643 Specdb::NmrOneD 8644 Specdb::NmrOneD 8645 Specdb::NmrOneD 8646 Specdb::NmrOneD 8647 Specdb::NmrOneD 8648 Specdb::NmrOneD 8649 Specdb::NmrOneD 8650 Specdb::NmrOneD 8651 Specdb::NmrOneD 8652 Specdb::NmrOneD 8653 Specdb::NmrOneD 8654 Specdb::NmrOneD 8655 Specdb::NmrOneD 8656 Specdb::NmrOneD 8657 Specdb::NmrOneD 8658 Specdb::NmrOneD 8659 Specdb::NmrOneD 8660 Specdb::NmrOneD 8661 Specdb::NmrOneD 166632 Specdb::MsMs 1424 Specdb::MsMs 1425 Specdb::MsMs 1426 Specdb::MsMs 251097 Specdb::MsMs 251098 Specdb::MsMs 251099 Specdb::MsMs 271038 Specdb::MsMs 271039 Specdb::MsMs 271040 Specdb::MsMs 2235996 Specdb::MsMs 2241573 Specdb::MsMs 2242171 Specdb::MsMs 2243677 Specdb::MsMs 2278352 Specdb::MsMs 2278353 Specdb::MsMs 2278354 HMDB01107 MG7 #<Reference:0x000055ce2d93ac50> #<Reference:0x000055ce2d93aa20> #<Reference:0x000055ce2d939ff8> #<Reference:0x000055ce2d938ae0> #<Reference:0x000055ce2d923168> #<Reference:0x000055ce2d922100> #<Reference:0x000055ce2d921728> 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