1.0 2011-09-21 00:28:51 UTC 2015-07-21 06:57:39 UTC FDB023371 5-Acetylamino-6-amino-3-methyluracil 5-Acetylamino-6-amino-3-methyluracil (AAMU) is one of caffeine major metabolites. Analysis of caffeine and its metabolites is of interest with respect to caffeine exposure, for kinetic and metabolism studies and for opportunistic in vivo estimation of drug metabolizing enzyme activity in humans and animals. Urinary caffeine metabolite ratios are used in humans to assess the activity of cytochrome P450 1A2 (CYP1A2), xanthine oxidase and N-acetyltransferase 2 (NAT2), which are involved in the activation or detoxification of various xenobiotic compounds, including carcinogens. Investigating the activity of these enzymes is of clinical relevance for assessing intra- and inter-individual differences in NAT2- and CYP1A2-mediated drug metabolism, and for evaluating the risk of developing specific exposure-related diseases. (PMID: 3506820, 15685651, 12534641) [HMDB] 5-Ammu AAMU C7H10N4O3 198.1793 198.075290206 N-(6-amino-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide N-(4-amino-1-methyl-2,6-dioxo-3H-pyrimidin-5-yl)acetamide 19893-78-8 CN1C(=O)NC(N)=C(NC(C)=O)C1=O InChI=1S/C7H10N4O3/c1-3(12)9-4-5(8)10-7(14)11(2)6(4)13/h8H2,1-2H3,(H,9,12)(H,10,14) POQOTWQIYYNXAT-UHFFFAOYSA-N belongs to the class of organic compounds known as n-acetylarylamines. These are acetamides where one or more amide hydrogens is substituted by an aryl group. N-acetylarylamines Organic compounds Organic nitrogen compounds Organonitrogen compounds N-arylamides Aromatic heteromonocyclic compounds Acetamides Amino acids and derivatives Aminopyrimidines and derivatives Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organopnictogen compounds Primary amines Pyrimidones Secondary carboxylic acid amides Ureas Vinylogous amides Acetamide Amine Amino acid or derivatives Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam N-acetylarylamine Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organopnictogen compound Primary amine Pyrimidine Pyrimidone Secondary carboxylic acid amide Urea Vinylogous amide aromatic amide Solid logp -1.05 ALOGPS logs -1.90 ALOGPS solubility 2.50e+00 g/l ALOGPS logp -2.2 ChemAxon pka_strongest_acidic 9.76 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac N-(6-amino-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide ChemAxon average_mass 198.1793 ChemAxon mono_mass 198.075290206 ChemAxon smiles CN1C(=O)NC(N)=C(NC(C)=O)C1=O ChemAxon formula C7H10N4O3 ChemAxon inchi InChI=1S/C7H10N4O3/c1-3(12)9-4-5(8)10-7(14)11(2)6(4)13/h8H2,1-2H3,(H,9,12)(H,10,14) ChemAxon inchikey POQOTWQIYYNXAT-UHFFFAOYSA-N ChemAxon polar_surface_area 104.53 ChemAxon refractivity 56.87 ChemAxon polarizability 18.36 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Caffeine Metabolism SMP00028 map00232 Specdb::CMs 13573 Specdb::CMs 136268 Specdb::CMs 144002 Specdb::MsIr 2217 Specdb::MsIr 2218 Specdb::MsIr 2219 Specdb::NmrOneD 48282 Specdb::NmrOneD 48283 Specdb::NmrOneD 48284 Specdb::NmrOneD 48285 Specdb::NmrOneD 48286 Specdb::NmrOneD 48287 Specdb::NmrOneD 48288 Specdb::NmrOneD 48289 Specdb::NmrOneD 48290 Specdb::NmrOneD 48291 Specdb::NmrOneD 48292 Specdb::NmrOneD 48293 Specdb::NmrOneD 48294 Specdb::NmrOneD 48295 Specdb::NmrOneD 48296 Specdb::NmrOneD 48297 Specdb::NmrOneD 48298 Specdb::NmrOneD 48299 Specdb::NmrOneD 48300 Specdb::NmrOneD 48301 Specdb::MsMs 86670 Specdb::MsMs 86671 Specdb::MsMs 86672 Specdb::MsMs 149022 Specdb::MsMs 149023 Specdb::MsMs 149024 Specdb::MsMs 2227303 Specdb::MsMs 2227398 Specdb::MsMs 2229739 Specdb::MsMs 2229764 Specdb::MsMs 2232024 Specdb::MsMs 2232150 Specdb::MsMs 2234377 Specdb::MsMs 2234587 Specdb::MsMs 2257254 Specdb::MsMs 2257344 Specdb::MsMs 2271882 Specdb::MsMs 2271883 Specdb::MsMs 2271884 Specdb::MsMs 3067649 Specdb::MsMs 3067650 Specdb::MsMs 3067651 HMDB04400 #<Reference:0x000055ce30f30b98> #<Reference:0x000055ce30f309e0> #<Reference:0x000055ce30f30828> 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