1.0 2010-04-08 22:11:47 UTC 2025-11-19 00:54:23 UTC FDB015351 1,3,7,9-Tetramethyluric acid Isolated from tea Temurin is a methyl derivative of uric acid, found occasionally in human urine. Temurin is one of the purine components 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, 15013152). 1,3,7,9-Tetramethyluric acid is found in cupuaçu and tea. 1,3,7, 9-Tetramethyluric acid 1,3,7,9-Tetramethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione 1,3,7,9-Tetramethyluric acid 9-Tetramethylate 9-Tetramethylic acid Temorine Temurin Tetramethyl uric acid Tetramethyluric acid Theacrine Uric acid, 1,3,7,9-tetramethyl- Uric acid, 1,3,7,9-tetramethyl- (8CI) C9H12N4O3 224.2166 224.09094027 tetramethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione tetramethyluric acid 2309-49-1 CN1C(=O)N(C)C2=C1N(C)C(=O)N(C)C2=O InChI=1S/C9H12N4O3/c1-10-5-6(11(2)8(10)15)12(3)9(16)13(4)7(5)14/h1-4H3 QGDOQULISIQFHQ-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 a small molecule Solid logp -0.15 ALOGPS logs -0.59 ALOGPS solubility 5.80e+01 g/l ALOGPS melting_point Mp 228° logp -0.65 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac tetramethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione ChemAxon average_mass 224.2166 ChemAxon mono_mass 224.09094027 ChemAxon smiles CN1C(=O)N(C)C2=C1N(C)C(=O)N(C)C2=O ChemAxon formula C9H12N4O3 ChemAxon inchi InChI=1S/C9H12N4O3/c1-10-5-6(11(2)8(10)15)12(3)9(16)13(4)7(5)14/h1-4H3 ChemAxon inchikey QGDOQULISIQFHQ-UHFFFAOYSA-N ChemAxon polar_surface_area 64.17 ChemAxon refractivity 65.22 ChemAxon polarizability 21.82 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 48142 Specdb::NmrOneD 48143 Specdb::NmrOneD 48144 Specdb::NmrOneD 48145 Specdb::NmrOneD 48146 Specdb::NmrOneD 48147 Specdb::NmrOneD 48148 Specdb::NmrOneD 48149 Specdb::NmrOneD 48150 Specdb::NmrOneD 48151 Specdb::NmrOneD 48152 Specdb::NmrOneD 48153 Specdb::NmrOneD 48154 Specdb::NmrOneD 48155 Specdb::NmrOneD 48156 Specdb::NmrOneD 48157 Specdb::NmrOneD 48158 Specdb::NmrOneD 48159 Specdb::NmrOneD 48160 Specdb::NmrOneD 48161 Specdb::CMs 15654 Specdb::CMs 170744 Specdb::MsMs 80757 Specdb::MsMs 80758 Specdb::MsMs 80759 Specdb::MsMs 141708 Specdb::MsMs 141709 Specdb::MsMs 141710 Specdb::MsMs 2738740 Specdb::MsMs 2738741 Specdb::MsMs 2738742 Specdb::MsMs 2969675 Specdb::MsMs 2969676 Specdb::MsMs 2969677 HMDB04328 #<Reference:0x000055ce30e26d10> #<Reference:0x000055ce30e26b58> #<Reference:0x000055ce30e269a0> #<Reference:0x000055ce30e267e8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Black tea Type 1 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 Cupuaçu Type 1 specific Theobroma grandiflorum 108881 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 Green tea Type 1 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Herbal tea Type 1 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 Red tea Type 1 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Tea Type 1 specific Camellia sinensis 4442 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823