1.0 2010-04-08 22:10:06 UTC 2018-05-29 00:57:26 UTC FDB012321 Orotidylic acid Formed in the biosynthetic pathway in yeast Orotidine 5'-monophosphate (OMP), also known as orotidylic acid, is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate.; Orotidylic acid (OMP), is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate. Decarboxylation by Orotidylate decarboxylase affords Uridine 5'-phosphate which is the route to Uridine and its derivatives de novo and consequently one of the most important processes in nucleic acid synthesis (Dictionary of Organic Compounds). In humans, the enzyme UMP synthase converts OMP into uridine 5'- monophosphate. If UMP synthase is defective, orotic aciduria can result. 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-ONO-b-D-ribofuranosyl)-4-pyrimidinecarboxylate 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-ONO-b-D-ribofuranosyl)-4-pyrimidinecarboxylic acid 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-ONO-beta-delta-ribofuranosyl)-4-pyrimidinecarboxylate 1,2,3,6-Tetrahydro-2,6-dioxo-3-(5-O-ONO-beta-delta-ribofuranosyl)-4-pyrimidinecarboxylic acid 2,6-dioxo-3-(5-O-ONO-beta-D-Ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid 2,6-dioxo-3-(5-O-ONO-beta-delta-Ribofuranosyl)-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid 5-(Dihydrogen ate)orotidine 5-(Dihydrogen phosphate)orotidine 5'-(Dihydrogen ate) 6-carboxy-uridine 5'-(Dihydrogen ate) orotidine 5'-(dihydrogen phosphate) 6-carboxy-uridine 5'-(dihydrogen phosphate) Orotidine 5'-ate Orotidine 5'-OMP 5'-phosphate Orotidine 6-carboxy-5'-uridylate 6-carboxy-5'-uridylic acid Ometoprim OMP Omp (nucleotide) Orotidine 5'-(dihydrogen ate) Orotidine 5'-(dihydrogen ic acid) Orotidine 5'-(dihydrogen phosphate), 8CI Orotidine 5'-ate Orotidine 5'-ic acid Orotidine 5'-monoate Orotidine 5'-monophosphate Orotidine monoate Orotidine monophosphate Orotidine-5'-ate OROTIDINE-5'-MONOPHOSPHATE orotidine-5'-phosphate Orotidine, 5'-(dihydrogen phosphate) (8CI) Orotidine, 5'-phosphate (6CI,7CI) Orotidylate Orotidylic acid uridine, 6-carboxy-, 5'-(dihydrogen phosphate) C10H13N2O11P 368.1908 368.02569578 3-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid 3-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-6-hydroxy-2-oxopyrimidine-4-carboxylic acid 2149-82-8 OC1C(COP(O)(O)=O)OC(C1O)N1C(=O)N=C(O)C=C1C(O)=O InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21) KYOBSHFOBAOFBF-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. Pyrimidine ribonucleoside monophosphates Organic compounds Nucleosides, nucleotides, and analogues Pyrimidine nucleotides Pyrimidine ribonucleotides Aromatic heteromonocyclic compounds 1,2-diols Azacyclic compounds Carboxylic acids Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidine carboxylic acids and derivatives Lactams Monoalkyl phosphates Monocarboxylic acids and derivatives Monosaccharide phosphates Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Pyrimidinecarboxylic acids Pyrimidones Secondary alcohols Tetrahydrofurans Ureas Vinylogous amides 1,2-diol Alcohol Alkyl phosphate Aromatic heteromonocyclic compound Azacycle Carboxylic acid Carboxylic acid derivative Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Hydropyrimidine carboxylic acid derivative Lactam Monoalkyl phosphate Monocarboxylic acid or derivatives Monosaccharide Monosaccharide phosphate N-glycosyl compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Pyrimidine Pyrimidine ribonucleoside monophosphate Pyrimidine-6-carboxylic acid Pyrimidine-6-carboxylic acid or derivatives Pyrimidone Secondary alcohol Tetrahydrofuran Urea Vinylogous amide Solid logp -1.67 ALOGPS logs -1.59 ALOGPS solubility 9.39e+00 g/l ALOGPS logp -2.5 ChemAxon pka_strongest_acidic 1.22 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 3-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-6-hydroxy-2-oxo-2,3-dihydropyrimidine-4-carboxylic acid ChemAxon average_mass 368.1908 ChemAxon mono_mass 368.02569578 ChemAxon smiles OC1C(COP(O)(O)=O)OC(C1O)N1C(=O)N=C(O)C=C1C(O)=O ChemAxon formula C10H13N2O11P ChemAxon inchi InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21) ChemAxon inchikey KYOBSHFOBAOFBF-UHFFFAOYSA-N ChemAxon polar_surface_area 206.65 ChemAxon refractivity 71.07 ChemAxon polarizability 29.61 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 11 ChemAxon donor_count 6 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Pyrimidine Metabolism SMP00046 map00240 Specdb::MsMs 94242 Specdb::MsMs 94243 Specdb::MsMs 94244 Specdb::MsMs 158259 Specdb::MsMs 158260 Specdb::MsMs 158261 HMDB00218 OMP #<Reference:0x000055ce319d8f28> #<Reference:0x000055ce319d8d70> Uridine 5'-monophosphate synthase P11172 UMPS