1.0 2011-09-21 00:07:48 UTC 2019-11-26 03:21:01 UTC FDB022061 5-Hydroxymethyluracil 5-Hydroxymethyluracil is an oxidation damage product derived from thymine or 5-methylcytosine. It is a product of thymine dioxygenase [EC 1.14.11.6]. (KEGG) Additional deamination products such as 5-hydroxymethyluracil are formed when cells are under oxidative stress that is induced either by oxidizing agents or by mitochondrial dysfunction. (PMID: 12361800) [HMDB] 5-(Hydroxymethyl)-1,3-dihydropyrimidine-2,4-dione 5-(Hydroxymethyl)-2,4(1H,3H)-pyrimidinedione 5-(Hydroxymethyl)uracil 5-HYDROXYMETHYL uracil 5-Hydroxymethyluracil a-Hydroxythymine alpha-Hydroxythymine C5H6N2O3 142.1127 142.037842068 5-(hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-hydroxymethyluracil 4433-40-3 OCC1=CNC(=O)NC1=O InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10) JDBGXEHEIRGOBU-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Pyrimidones Organic compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Aromatic heteromonocyclic compounds Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Ureas Vinylogous amides Alcohol Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Pyrimidone Urea Vinylogous amide a small molecule primary alcohol pyrimidone Solid logp -1.31 ALOGPS logs -1.01 ALOGPS solubility 1.40e+01 g/l ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 8.68 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 5-(hydroxymethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione ChemAxon average_mass 142.1127 ChemAxon mono_mass 142.037842068 ChemAxon smiles OCC1=CNC(=O)NC1=O ChemAxon formula C5H6N2O3 ChemAxon inchi InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10) ChemAxon inchikey JDBGXEHEIRGOBU-UHFFFAOYSA-N ChemAxon polar_surface_area 78.43 ChemAxon refractivity 32.1 ChemAxon polarizability 12.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 556 Specdb::CMs 24144 Specdb::CMs 30464 Specdb::CMs 37553 Specdb::CMs 135384 Specdb::CMs 143118 Specdb::CMs 1063131 Specdb::CMs 1063133 Specdb::CMs 1063135 Specdb::CMs 1063137 Specdb::CMs 1063139 Specdb::MsIr 546 Specdb::MsIr 547 Specdb::MsIr 548 Specdb::NmrTwoD 1328 Specdb::NmrOneD 1384 Specdb::NmrOneD 144110 Specdb::NmrOneD 144111 Specdb::NmrOneD 144112 Specdb::NmrOneD 144113 Specdb::NmrOneD 144114 Specdb::NmrOneD 144115 Specdb::NmrOneD 144116 Specdb::NmrOneD 144117 Specdb::NmrOneD 144118 Specdb::NmrOneD 144119 Specdb::NmrOneD 144120 Specdb::NmrOneD 144121 Specdb::NmrOneD 144122 Specdb::NmrOneD 144123 Specdb::NmrOneD 144124 Specdb::NmrOneD 144125 Specdb::NmrOneD 144126 Specdb::NmrOneD 144127 Specdb::NmrOneD 144128 Specdb::NmrOneD 144129 Specdb::MsMs 683 Specdb::MsMs 684 Specdb::MsMs 685 Specdb::MsMs 319486 Specdb::MsMs 319487 Specdb::MsMs 319488 Specdb::MsMs 366616 Specdb::MsMs 366617 Specdb::MsMs 366618 Specdb::MsMs 440076 Specdb::MsMs 2231171 Specdb::MsMs 2233044 Specdb::MsMs 2233558 Specdb::MsMs 2235360 Specdb::MsMs 2843588 Specdb::MsMs 2843589 Specdb::MsMs 2843590 Specdb::MsMs 2866098 Specdb::MsMs 2866099 Specdb::MsMs 2866100 HMDB00469 16964 HMU #<Reference:0x000055ce3231c710> #<Reference:0x000055ce3231c558> #<Reference:0x000055ce3231c3a0> #<Reference:0x000055ce3231c1e8> #<Reference:0x000055ce3231c030> 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 Milk (Cow) Type 2 specific 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