1.0 2011-09-21 00:28:44 UTC 2015-07-21 06:57:39 UTC FDB023362 7,9-Dimethyluric acid 7,9-Dimethyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 7,9-Dimethyluracil is one of the purine component in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID: 11712316, 15833286, 3506820) [HMDB] 7,9-Dihydro-7,9-dimethyl-1H-purine-2,6,8(3H)-trione C7H8N4O3 196.1634 196.059640142 7,9-dimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione 7,9-dimethyl-1,3-dihydropurine-2,6,8-trione 19039-41-9 CN1C(=O)N(C)C2=C1NC(=O)NC2=O InChI=1S/C7H8N4O3/c1-10-3-4(11(2)7(10)14)8-6(13)9-5(3)12/h1-2H3,(H2,8,9,12,13) ZWFQLYWQCGUUNB-UHFFFAOYSA-N belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Xanthines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds 6-oxopurines Alkaloids and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Lactams N-substituted imidazoles Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Pyrimidones Ureas Vinylogous amides 6-oxopurine Alkaloid or derivatives Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Lactam N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Purinone Pyrimidine Pyrimidone Urea Vinylogous amide Xanthine Solid logp -0.74 ALOGPS logs -1.29 ALOGPS solubility 1.01e+01 g/l ALOGPS logp -1.1 ChemAxon pka_strongest_acidic 8.13 ChemAxon pka_strongest_basic -6 ChemAxon iupac 7,9-dimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione ChemAxon average_mass 196.1634 ChemAxon mono_mass 196.059640142 ChemAxon smiles CN1C(=O)N(C)C2=C1NC(=O)NC2=O ChemAxon formula C7H8N4O3 ChemAxon inchi InChI=1S/C7H8N4O3/c1-10-3-4(11(2)7(10)14)8-6(13)9-5(3)12/h1-2H3,(H2,8,9,12,13) ChemAxon inchikey ZWFQLYWQCGUUNB-UHFFFAOYSA-N ChemAxon polar_surface_area 81.75 ChemAxon refractivity 55.42 ChemAxon polarizability 17.74 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16556 Specdb::CMs 149197 Specdb::MsIr 2190 Specdb::MsIr 2191 Specdb::MsIr 2192 Specdb::NmrOneD 48122 Specdb::NmrOneD 48123 Specdb::NmrOneD 48124 Specdb::NmrOneD 48125 Specdb::NmrOneD 48126 Specdb::NmrOneD 48127 Specdb::NmrOneD 48128 Specdb::NmrOneD 48129 Specdb::NmrOneD 48130 Specdb::NmrOneD 48131 Specdb::NmrOneD 48132 Specdb::NmrOneD 48133 Specdb::NmrOneD 48134 Specdb::NmrOneD 48135 Specdb::NmrOneD 48136 Specdb::NmrOneD 48137 Specdb::NmrOneD 48138 Specdb::NmrOneD 48139 Specdb::NmrOneD 48140 Specdb::NmrOneD 48141 Specdb::MsMs 67539 Specdb::MsMs 67540 Specdb::MsMs 67541 Specdb::MsMs 125385 Specdb::MsMs 125386 Specdb::MsMs 125387 Specdb::MsMs 2377702 Specdb::MsMs 2377703 Specdb::MsMs 2377704 Specdb::MsMs 2561835 Specdb::MsMs 2561836 Specdb::MsMs 2561837 HMDB04308 #<Reference:0x00005612714bfcd8> #<Reference:0x00005612714bfb20> #<Reference:0x00005612714bf968> 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