1.0 2011-09-21 00:08:27 UTC 2019-11-26 03:21:01 UTC FDB022096 4,5-Dihydroorotic acid 4,5-Dihydroorotic acid is a substrate of the enzyme orotate reductase [EC 1.3.1.14], which is part of the pyrimidine metabolism pathway. (KEGG) Dihydroorotate is oxidized by Dihydroorotate dehydrogenases (DHODs) to orotate. These dehydrogenases use their FMN (flavin mononucleotide) prosthetic group to abstract a hydride equivalent from C6 to deprotonate C5 [HMDB] (+)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylate (+)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid (R)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylate (R)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid (S)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylate (S)-2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid 2,6-dioxo-hexahydro-pyrimidine-4-carboxylate 2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid 4,5-Dihydroorotate 4,5-Dihydroorotic acid 5,6-dihydro-Orotate 5,6-dihydro-Orotic acid 5,6-Dihydroorotate DL-Dihydroortotate DL-Dihydroortotic acid Hydroorotate Hydroorotic acid L-hydroorotate L-hydroorotic acid R,S-Hydroorotate C5H6N2O4 158.1121 158.03275669 2,6-dioxo-1,3-diazinane-4-carboxylic acid dihydroorotic acid 155-54-4 OC(=O)C1CC(=O)NC(=O)N1 InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11) UFIVEPVSAGBUSI-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Alpha amino acids and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Carboxylic acids Diazinanes Dicarboximides Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl ureas Organic oxides Organonitrogen compounds Organopnictogen compounds Pyrimidones 1,3-diazinane Aliphatic heteromonocyclic compound Alpha-amino acid or derivatives Azacycle Carbonic acid derivative Carbonyl group Carboxylic acid Dicarboximide Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl urea Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrimidine Pyrimidone Urea Ureide N-acylurea monocarboxylic acid pyrimidinemonocarboxylic acid secondary amide Solid logp -1.70 ALOGPS logs -1.10 ALOGPS solubility 1.27e+01 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 3.28 ChemAxon pka_strongest_basic -8.2 ChemAxon iupac 2,6-dioxo-1,3-diazinane-4-carboxylic acid ChemAxon average_mass 158.1121 ChemAxon mono_mass 158.03275669 ChemAxon smiles OC(=O)C1CC(=O)NC(=O)N1 ChemAxon formula C5H6N2O4 ChemAxon inchi InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11) ChemAxon inchikey UFIVEPVSAGBUSI-UHFFFAOYSA-N ChemAxon polar_surface_area 95.5 ChemAxon refractivity 31.58 ChemAxon polarizability 13.09 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1350 Specdb::CMs 3068 Specdb::CMs 37598 Specdb::CMs 161353 Specdb::CMs 1065092 Specdb::CMs 1065094 Specdb::CMs 1065096 Specdb::CMs 1065098 Specdb::CMs 1065100 Specdb::MsIr 599 Specdb::MsIr 600 Specdb::MsIr 601 Specdb::NmrOneD 1406 Specdb::NmrOneD 144210 Specdb::NmrOneD 144211 Specdb::NmrOneD 144212 Specdb::NmrOneD 144213 Specdb::NmrOneD 144214 Specdb::NmrOneD 144215 Specdb::NmrOneD 144216 Specdb::NmrOneD 144217 Specdb::NmrOneD 144218 Specdb::NmrOneD 144219 Specdb::NmrOneD 144220 Specdb::NmrOneD 144221 Specdb::NmrOneD 144222 Specdb::NmrOneD 144223 Specdb::NmrOneD 144224 Specdb::NmrOneD 144225 Specdb::NmrOneD 144226 Specdb::NmrOneD 144227 Specdb::NmrOneD 144228 Specdb::NmrOneD 144229 Specdb::MsMs 746 Specdb::MsMs 747 Specdb::MsMs 748 Specdb::MsMs 182814 Specdb::MsMs 182815 Specdb::MsMs 182816 Specdb::MsMs 183162 Specdb::MsMs 183163 Specdb::MsMs 183164 Specdb::MsMs 2837022 Specdb::MsMs 2837023 Specdb::MsMs 2837024 Specdb::MsMs 2868024 Specdb::MsMs 2868025 Specdb::MsMs 2868026 HMDB00528 30865 #<Reference:0x000055ce300996c0> 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