{"ymdb_id":"YMDB00396","created_at":"2011-05-29T18:12:35.000Z","updated_at":"2016-09-08T18:35:26.000Z","name":"L-Dihydroorotic acid","cas":"5988-19-2","state":"Solid","melting_point":null,"description":"L-4,5-Dihydroorotic acid is an intermediate in the uridine-5'-phosphate biosynthesis pathway. Uridine-5'-phosphate (UMP) is a pyrimidine used for the de novo biosynthesis of pyrimidine nucleotides. [Biocyc PWY-5686]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"cytoplasm","synthesis_reference":null,"chebi_id":"17025","hmdb_id":"HMDB03349","kegg_id":"C00337","pubchem_id":"439216","cs_id":"388355","foodb_id":null,"wikipedia_link":"4,5-Dihydroorotic_acid","biocyc_id":"DI-H-OROTATE","iupac":"(4S)-2,6-dioxo-1,3-diazinane-4-carboxylic acid","traditional_iupac":"L-dihydroorotic acid","logp":"-1.5232681353333333","pka":"11.713668138573995","alogps_solubility":"1.27e+01 g/l","alogps_logp":"-1.70","alogps_logs":"-1.10","acceptor_count":"4","donor_count":"3","rotatable_bond_count":"1","polar_surface_area":"95.5","refractivity":"31.575400000000005","polarizability":"12.955416264529363","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"-8.186843445720307","pka_strongest_acidic":"3.2849203199118633","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(S)-2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid","(S)-4,5-Dihydroorotate","(S)-Dihydroorotate","2,6-Dioxohexahydro-4-pyrimidinecarboxylic acid","4,5-dihydro-L-orotate","5-dihydroorotate","Dihydro-L-orotate","Dihydro-L-orotic acid","L-Dihydroorotate","L-Dihydroorotic acid"],"pathways":[{"name":"Pyrimidine metabolism","kegg_map_id":"00240"}],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"pubmed_id":21062828,"citation":"Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). \"BRENDA, the enzyme information system in 2011.\" Nucleic Acids Res 39:D670-D676."},{"pubmed_id":18846089,"citation":"Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). \"A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology.\" Nat Biotechnol 26:1155-1160."},{"pubmed_id":2897615,"citation":"Guyonvarch, A., Nguyen-Juilleret, M., Hubert, J. C., Lacroute, F. (1988). \"Structure of the Saccharomyces cerevisiae URA4 gene encoding dihydroorotase.\" Mol Gen Genet 212:134-141."},{"pubmed_id":1409592,"citation":"Nagy, M., Lacroute, F., Thomas, D. (1992). \"Divergent evolution of pyrimidine biosynthesis between anaerobic and aerobic yeasts.\" Proc Natl Acad Sci U S A 89:8966-8970."}],"proteins":[{"created_at":"2011-05-24T20:43:50.000Z","updated_at":"2011-07-22T17:54:37.000Z","name":"Dihydroorotase","uniprot_id":"P20051","uniprot_name":"PYRC_YEAST","enzyme":true,"transporter":false,"gene_name":"URA4","num_residues":364,"molecular_weight":"40313.0","theoretical_pi":"6.51","general_function":"Involved in dihydroorotase activity","specific_function":"(S)-dihydroorotate + H(2)O = N-carbamoyl-L- aspartate","reactions":[{"id":1460,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2337,"direction":"\u003e","locations":"Cytoplasmic","altext":"(S)-dihydroorotate + H(2)O = N-carbamoyl-L-aspartate.","export":false,"pw_reaction_id":null,"source":null},{"id":14250,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006734","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasmic","genbank_gene_id":"U20162","genbank_protein_id":"632670","gene_card_id":"URA4","chromosome_location":"chromosome 12","locus":"YLR420W","synonyms":["DHOase"],"enzyme_classes":["3.5.2.3"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" hydrolase activity"},{"category":"Function","description":" hydrolase activity, acting on carbon-nitrogen (but not peptide) bonds"},{"category":"Function","description":" hydrolase activity, acting on carbon-nitrogen (but not peptide) bonds, in cyclic amides"},{"category":"Function","description":" dihydroorotase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" nucleobase metabolic process"},{"category":"Process","description":" pyrimidine base metabolic process"},{"category":"Process","description":" pyrimidine base biosynthetic process"}],"pfams":[],"pathways":[{"name":"Pyrimidine metabolism","kegg_map_id":"00240"}],"gene_sequence":"ATGGTACAAGAAATCGATTTAGGTTTGACATGTGATATGCATGTTCATGTAAGAGAGGGTGCGATGTGTGAACTAGTCACCCCCAAGATTAGAGATGGTGGGGTTTCAATTGCTTACATCATGCCAAATTTACAACCTCCAATTACCACACTAGATAGAGTGATTGAATACAAAAAGACACTGCAGAAACTAGCTCCTAAAACTACCTTCTTAATGAGTTTTTATCTTTCAAAAGACTTAACTCCAGATTTAATTCATGAAGCTGCCCAACAACATGCCATTCGTGGAGTAAAGTGTTATCCAGCGGGAGTAACAACAAATTCGGCTGCTGGGGTGGATCCAAATGACTTCAGCGCATTTTACCCAATTTTCAAGGCTATGCAAGAAGAGAACCTGGTATTAAATTTGCATGGGGAAAAACCTTCTGTCCATGATGGAGACAAAGAACCTATTCATGTATTGAATGCAGAGGAAGCCTTTTTGCCAGCCTTGAAAAAATTGCATAATGATTTCCCAAACCTGAAAATAATTCTGGAACACTGCACTAGCGAGTCGGCAATAAAGACAATCGAGGATATAAATAAGAACGTGAAGAAAGCCACTGACGTAAAGGTTGCTGCCACATTAACGGCTCATCACTTATTTTTAACAATTGATGATTGGGCCGGAAATCCGGTAAATTTTTGCAAACCTGTTGCGAAACTTCCAAATGACAAAAAGGCTCTAGTCAAAGCTGCTGTATCAGGGAAACCATATTTTTTCTTTGGATCTGATTCAGCACCTCATCCTGTACAAAATAAGGCCAATTACGAGGGTGTTTGCGCAGGAGTTTACTCACAATCTTTTGCGATCCCTTATATCGCCCAAGTTTTTGAAGAGCAAAATGCCTTGGAGAACTTAAAGGGCTTTGTTTCCGACTTCGGAATTTCCTTTTATGAGGTTAAAGATAGCGAAGTGGCTTCTTCAGATAAGGCAATATTATTCAAAAAAGAACAAGTTATCCCTCAGGTTATCAGCGATGGCAAAGACATAAGCATCATCCCATTTAAAGCAGGTGATAAACTAAGTTGGTCGGTGAGATGGGAACCTCGTTAA","protein_sequence":"MVQEIDLGLTCDMHVHVREGAMCELVTPKIRDGGVSIAYIMPNLQPPITTLDRVIEYKKTLQKLAPKTTFLMSFYLSKDLTPDLIHEAAQQHAIRGVKCYPAGVTTNSAAGVDPNDFSAFYPIFKAMQEENLVLNLHGEKPSVHDGDKEPIHVLNAEEAFLPALKKLHNDFPNLKIILEHCTSESAIKTIEDINKNVKKATDVKVAATLTAHHLFLTIDDWAGNPVNFCKPVAKLPNDKKALVKAAVSGKPYFFFGSDSAPHPVQNKANYEGVCAGVYSQSFAIPYIAQVFEEQNALENLKGFVSDFGISFYEVKDSEVASSDKAILFKKEQVIPQVISDGKDISIIPFKAGDKLSWSVRWEPR"},{"created_at":"2011-05-27T07:14:15.000Z","updated_at":"2011-07-22T17:54:36.000Z","name":"Dihydroorotate dehydrogenase","uniprot_id":"P28272","uniprot_name":"PYRD_YEAST","enzyme":true,"transporter":false,"gene_name":"URA1","num_residues":314,"molecular_weight":"34800.60156","theoretical_pi":"5.85","general_function":"Involved in catalytic activity","specific_function":"In the de novo pyrimidine biosynthesic pathway, catalyzes the stereospecific oxidation of (S)-dihydroorotate to orotate and the reduction of fumarate to succinate. Does not use oxaloacetate and NAD or NADP as electron acceptors","reactions":[{"id":1453,"direction":"\u003e","locations":"mitochondrion;mitochondrial membrane;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1454,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1554,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2803,"direction":"\u003e","locations":"Cytoplasm","altext":"(S)-dihydroorotate + O(2) = orotate + H(2)O(2).","export":false,"pw_reaction_id":null,"source":null},{"id":2804,"direction":"\u003e","locations":"Cytoplasm","altext":"(S)-dihydroorotate + a quinone = orotate + a quinol","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"AJ585637","genbank_protein_id":"45719878","gene_card_id":"URA1","chromosome_location":"chromosome 11","locus":"YKL216W","synonyms":["DHOD","DHODase","DHOdehase","Dihydroorotate oxidase"],"enzyme_classes":["1.3.3.1","1.3.5.2"],"go_classes":[{"category":"Component","description":" cell part"},{"category":"Component","description":" intracellular part"},{"category":"Component","description":" cytoplasm"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-CH group of donors"},{"category":"Function","description":" dihydroorotate oxidase activity"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-CH group of donors, quinone or related compound as acceptor"},{"category":"Function","description":" dihydroorotate dehydrogenase activity"},{"category":"Process","description":" 'de novo' pyrimidine base biosynthetic process"},{"category":"Process","description":" pyrimidine nucleotide metabolic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" pyrimidine nucleotide biosynthetic process"},{"category":"Process","description":" nitrogen compound metabolic process"},{"category":"Process","description":" cellular nitrogen compound metabolic process"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" nucleobase, nucleoside, nucleotide and nucleic acid metabolic process"},{"category":"Process","description":" pyrimidine nucleoside monophosphate biosynthetic process"},{"category":"Process","description":" nucleobase, nucleoside and nucleotide metabolic process"},{"category":"Process","description":" pyrimidine ribonucleoside monophosphate biosynthetic process"},{"category":"Process","description":" nucleoside phosphate metabolic process"},{"category":"Process","description":" UMP biosynthetic process"},{"category":"Process","description":" nucleotide metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" nucleobase metabolic process"},{"category":"Process","description":" pyrimidine base metabolic process"},{"category":"Process","description":" pyrimidine base biosynthetic process"}],"pfams":[{"name":"DHO_dh","identifier":"PF01180"}],"pathways":[{"name":"Pyrimidine metabolism","kegg_map_id":"00240"}],"gene_sequence":"ATGACAGCCAGTTTAACTACCAAGTTCTTGAACAATACCTATGAAAACCCATTTATGAATGCATCCGGTGTTCATTGCATGACTACACAAGAATTAGATGAATTAGCAAACTCTAAAGCTGGCGCATTCATTACAAAGAGTGCTACAACCTTAGAAAGAGAAGGTAACCCTGAACCACGTTACATTTCTGTCCCTCTAGGCAGTATCAACTCCATGGGTTTACCAAACGAAGGTATCGACTACTATTTGTCCTATGTATTAAACCGTCAAAAGAATTATCCTGATGCACCTGCTATTTTCTTCTCAGTTGCTGGTATGAGCATTGATGAAAATTTAAATTTGTTGAGGAAAATCCAAGATAGCGAATTCAACGGTATTACCGAGTTAAACTTGTCTTGTCCTAATGTGCCTGGGAAACCACAAGTTGCTTATGACTTTGACTTGACAAAGGAAACCTTGGAAAAGGTTTTTGCCTTTTTCAAAAAACCTCTTGGTGTCAAGTTGCCTCCTTATTTTGATTTTGCCCATTTTGATATCATGGCAAAAATATTGAACGAGTTCCCATTAGCTTATGTCAACTCTATCAATAGTATAGGAAATGGTCTTTTCATTGATGTGGAGAAGGAGAGTGTAGTAGTGAAGCCAAAGAATGGTTTCGGGGGTATTGGAGGTGAATATGTTAAGCCAACCGCGCTCGCCAATGTTCGTGCATTTTACACTCGTTTGAGACCTGAAATCAAAGTTATCGGTACAGGTGGAATTAAGTCCGGTAAGGATGCATTTGAACATCTTCTATGTGGTGCCTCTATGCTACAGATTGGTACAGAATTACAAAAAGAGGGCGTCAAGATTTTTGAACGTATCGAAAAAGAATTAAAAGACATAATGGAAGCTAAGGGTTATACATCCATAGATCAGTTCCGTGGGAAGTTGAACAGCATTTAA","protein_sequence":"MTASLTTKFLNNTYENPFMNASGVHCMTTQELDELANSKAGAFITKSATTLEREGNPEPRYISVPLGSINSMGLPNEGIDYYLSYVLNRQKNYPDAPAIFFSVAGMSIDENLNLLRKIQDSEFNGITELNLSCPNVPGKPQVAYDFDLTKETLEKVFAFFKKPLGVKLPPYFDFAHFDIMAKILNEFPLAYVNSINSIGNGLFIDVEKESVVVKPKNGFGGIGGEYVKPTALANVRAFYTRLRPEIKVIGTGGIKSGKDAFEHLLCGASMLQIGTELQKEGVKIFERIEKELKDIMEAKGYTSIDQFRGKLNSI"}]}