1.0 2011-09-21 00:35:06 UTC 2015-07-21 06:57:53 UTC FDB023814 3'-O-Methylguanosine 3'-O-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, it 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. (PMID: 3506820, 17044778, 17264127, 16799933) [HMDB] 3-OMG 3'-O-methyl-Guanosine C11H15N5O5 297.2673 297.107318615 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-6,9-dihydro-3H-purin-6-one 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-3H-purin-6-one 10300-27-3 CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O InChI=1S/C11H15N5O5/c1-20-7-4(2-17)21-10(6(7)18)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1 UYARPHAXAJAZLU-KQYNXXCUSA-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 Azacyclic compounds Dialkyl ethers Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyrimidines Monosaccharides N-substituted imidazoles Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Primary alcohols Purines and purine derivatives Secondary alcohols Tetrahydrofurans Alcohol Aromatic heteropolycyclic compound Azacycle Azole Dialkyl ether Ether Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxypyrimidine Imidazole Imidazopyrimidine Monosaccharide N-glycosyl compound N-substituted imidazole Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Purine Purine nucleoside Pyrimidine Secondary alcohol Tetrahydrofuran methylguanosine Solid logp -1.07 ALOGPS logs -1.40 ALOGPS solubility 1.18e+01 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 7.98 ChemAxon pka_strongest_basic 2.58 ChemAxon iupac 2-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxyoxolan-2-yl]-6,9-dihydro-3H-purin-6-one ChemAxon average_mass 297.2673 ChemAxon mono_mass 297.107318615 ChemAxon smiles CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]1O)N1C=NC2=C1NC(N)=NC2=O ChemAxon formula C11H15N5O5 ChemAxon inchi InChI=1S/C11H15N5O5/c1-20-7-4(2-17)21-10(6(7)18)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1 ChemAxon inchikey UYARPHAXAJAZLU-KQYNXXCUSA-N ChemAxon polar_surface_area 144.22 ChemAxon refractivity 68.94 ChemAxon polarizability 28.16 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20772 Specdb::CMs 38945 Specdb::CMs 162459 Specdb::NmrOneD 61552 Specdb::NmrOneD 61553 Specdb::NmrOneD 61554 Specdb::NmrOneD 61555 Specdb::NmrOneD 61556 Specdb::NmrOneD 61557 Specdb::NmrOneD 61558 Specdb::NmrOneD 61559 Specdb::NmrOneD 61560 Specdb::NmrOneD 61561 Specdb::NmrOneD 61562 Specdb::NmrOneD 61563 Specdb::NmrOneD 61564 Specdb::NmrOneD 61565 Specdb::NmrOneD 61566 Specdb::NmrOneD 61567 Specdb::NmrOneD 61568 Specdb::NmrOneD 61569 Specdb::NmrOneD 61570 Specdb::NmrOneD 61571 Specdb::MsMs 312265 Specdb::MsMs 312266 Specdb::MsMs 312267 Specdb::MsMs 357478 Specdb::MsMs 357479 Specdb::MsMs 357480 Specdb::MsMs 2234510 Specdb::MsMs 2439895 Specdb::MsMs 2439896 Specdb::MsMs 2439897 Specdb::MsMs 2523210 Specdb::MsMs 2523211 Specdb::MsMs 2523212 HMDB06038 #<Reference:0x000055ce32d85508> #<Reference:0x000055ce32d852d8> #<Reference:0x000055ce32d85120> #<Reference:0x000055ce32d84ce8> 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