1.02011-09-21 00:08:27 UTC2019-11-26 03:21:01 UTCFDB0220964,5-Dihydroorotic acid4,5-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 acid2,6-dioxo-hexahydro-pyrimidine-4-carboxylate2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid4,5-Dihydroorotate4,5-Dihydroorotic acid5,6-dihydro-Orotate5,6-dihydro-Orotic acid5,6-DihydroorotateDL-DihydroortotateDL-Dihydroortotic acidHydroorotateHydroorotic acidL-hydroorotateL-hydroorotic acidR,S-HydroorotateC5H6N2O4158.1121158.032756692,6-dioxo-1,3-diazinane-4-carboxylic aciddihydroorotic acid155-54-4OC(=O)C1CC(=O)NC(=O)N1InChI=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 derivativesOrganic compoundsOrganic acids and derivativesCarboxylic acids and derivativesAmino acids, peptides, and analoguesAliphatic heteromonocyclic compoundsAzacyclic compoundsCarbonyl compoundsCarboxylic acidsDiazinanesDicarboximidesHydrocarbon derivativesMonocarboxylic acids and derivativesN-acyl ureasOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsPyrimidones1,3-diazinaneAliphatic heteromonocyclic compoundAlpha-amino acid or derivativesAzacycleCarbonic acid derivativeCarbonyl groupCarboxylic acidDicarboximideHydrocarbon derivativeMonocarboxylic acid or derivativesN-acyl ureaOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPyrimidinePyrimidoneUreaUreideN-acylureamonocarboxylic acidpyrimidinemonocarboxylic acidsecondary amideSolidlogp-1.70logs-1.10solubility1.27e+01 g/llogp-1.5pka_strongest_acidic3.28pka_strongest_basic-8.2iupac2,6-dioxo-1,3-diazinane-4-carboxylic acidaverage_mass158.1121mono_mass158.03275669smilesOC(=O)C1CC(=O)NC(=O)N1formulaC5H6N2O4inchiInChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)inchikeyUFIVEPVSAGBUSI-UHFFFAOYSA-Npolar_surface_area95.5refractivity31.58polarizability13.09rotatable_bond_count1acceptor_count4donor_count3physiological_charge-1formal_charge0Specdb::NmrTwoD1350Specdb::MsIr599Specdb::MsIr600Specdb::MsIr601Specdb::CMs3068Specdb::CMs37598Specdb::CMs161353Specdb::CMs1065092Specdb::CMs1065094Specdb::CMs1065096Specdb::CMs1065098Specdb::CMs1065100Specdb::MsMs746Specdb::MsMs747Specdb::MsMs748Specdb::MsMs182814Specdb::MsMs182815Specdb::MsMs182816Specdb::MsMs183162Specdb::MsMs183163Specdb::MsMs183164Specdb::MsMs2837022Specdb::MsMs2837023Specdb::MsMs2837024Specdb::MsMs2868024Specdb::MsMs2868025Specdb::MsMs2868026Specdb::NmrOneD1406Specdb::NmrOneD144210Specdb::NmrOneD144211Specdb::NmrOneD144212Specdb::NmrOneD144213Specdb::NmrOneD144214Specdb::NmrOneD144215Specdb::NmrOneD144216Specdb::NmrOneD144217Specdb::NmrOneD144218Specdb::NmrOneD144219Specdb::NmrOneD144220Specdb::NmrOneD144221Specdb::NmrOneD144222Specdb::NmrOneD144223Specdb::NmrOneD144224Specdb::NmrOneD144225Specdb::NmrOneD144226Specdb::NmrOneD144227Specdb::NmrOneD144228Specdb::NmrOneD144229HMDB0052830865#<Reference:0x0000555675f17b30>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Milk (Cow)Type 2specificMountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823