1.0 2016-09-30 22:32:14 UTC 2020-05-11 20:47:30 UTC BMDB0000528 BMDB00528 4,5-Dihydroorotic acid 4,5-Dihydroorotic acid, also known as hydroorotate, 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. 4,5-Dihydroorotic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 4,5-Dihydroorotic acid exists in all living species, ranging from bacteria to humans. 5,6-Dihydro-orotic acid DL-Dihydroortotic acid Hydroorotic acid 5,6-Dihydro-orotate DL-Dihydroortotate Hydroorotate 4,5-Dihydroorotate 4,5-Dihydroorotic acid, (D)-isomer 4,5-Dihydroorotic acid, (DL)-isomer 4,5-Dihydroorotic acid, (L)-isomer 5,6-Dihydroorotate L-Dihydroorotate Dihydroorotate (+)-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 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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids and derivatives 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 Aliphatic heteromonocyclic compounds N-acylurea monocarboxylic acid pyrimidinemonocarboxylic acid secondary amide Solid logp -1.70 ALOGPS logs -1.10 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 number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes 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::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 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 Milk Fermented milk, by capillary electrophoresis-TOFMS Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00337 FDB022096 628 30865 648 4,5-Dihydroorotic_acid 5513 Burger, Klaus; Neuhauser, Horst; Rudolph, Martin. A new, preparatively simple way to dihydroorotic acid, 1-methyl-4,5-dihydroorotic acid and their derivatives. Chemiker-Zeitung (1990), 114(7-8), 251-5. Hagi T, Kobayashi M, Nomura M: Metabolome analysis of milk fermented by gamma-aminobutyric acid-producing Lactococcus lactis. J Dairy Sci. 2016 Feb;99(2):994-1001. doi: 10.3168/jds.2015-9945. Epub 2015 Dec 10. 26686724