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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:orotic acid
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Accession:CHEBI:16742 term browser browse the term
Definition:A pyrimidinemonocarboxylic acid that is uracil bearing a carboxy substituent at position C-6.
Synonyms:exact_synonym: 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
 related_synonym: Formula=C5H4N2O4;   InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11);   InChIKey=PXQPEWDEAKTCGB-UHFFFAOYSA-N;   Orotsaeure;   SMILES=OC(=O)c1cc(=O)[nH]c(=O)[nH]1;   Uracil-6-carboxylic acid
 alt_id: CHEBI:25720;   CHEBI:44781;   CHEBI:7787
 xref: Beilstein:383901;   CAS:65-86-1;   DrugBank:DB02262;   Drug_Central:3402;   Gmelin:101990;   HMDB:HMDB0000226;   KEGG:C00295;   KEGG:D00055;   KNApSAcK:C00019689
 xref_mesh: MESH:D009963
 xref: MetaCyc:OROTATE;   PDBeChem:ORO;   PMID:11059538;   PMID:22019295;   PMID:22285839;   PMID:22307261;   PMID:22371390;   PMID:22634191;   PMID:22707164;   PMID:22770225;   PMID:22863860;   PMID:7264771;   Reaxys:383901;   Wikipedia:Orotic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:30839


show annotations for term's descendants           Sort by:
orotic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acly ATP citrate lyase increases expression EXP Orotic Acid results in increased expression of ACLY mRNA CTD PMID:17203948 NCBI chr10:85,412,045...85,464,253
Ensembl chr10:85,412,049...85,463,320 		JBrowse link
G Acsl4 acyl-CoA synthetase long-chain family member 4 increases expression EXP Orotic Acid results in increased expression of ACSL4 mRNA CTD PMID:17203948 NCBI chr  X:105,942,794...106,006,573
Ensembl chr  X:105,942,799...106,006,427 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of AKT1 protein]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of AKT1 protein]] CTD PMID:25601987 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Apob apolipoprotein B increases expression EXP Orotic Acid results in increased expression of APOB mRNA CTD PMID:17203948 NCBI chr 6:30,844,386...30,883,983
Ensembl chr 6:30,844,368...30,892,497 		JBrowse link
G Apoc3 apolipoprotein C3 decreases expression EXP Orotic Acid results in decreased expression of APOC3 mRNA CTD PMID:17203948 NCBI chr 8:46,531,478...46,533,658
Ensembl chr 8:46,531,478...46,533,583 		JBrowse link
G Ccnd3 cyclin D3 decreases expression EXP Orotic Acid results in decreased expression of CCND3 mRNA CTD PMID:17203948 NCBI chr 9:13,394,161...13,400,341
Ensembl chr 9:13,394,169...13,489,371 		JBrowse link
G Cdk5rap3 CDK5 regulatory subunit associated protein 3 increases expression EXP Orotic Acid results in increased expression of CDK5RAP3 mRNA CTD PMID:17203948 NCBI chr10:81,894,393...81,903,581
Ensembl chr10:81,894,393...81,903,590 		JBrowse link
G Cth cystathionine gamma-lyase decreases expression EXP Orotic Acid results in decreased expression of CTH mRNA CTD PMID:17203948 NCBI chr 2:246,975,888...247,002,234
Ensembl chr 2:246,975,894...247,002,234 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases expression EXP Orotic Acid results in decreased expression of CYP2C6 protein CTD PMID:25786523 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		JBrowse link
G Cyp4a1 cytochrome P450, family 4, subfamily a, polypeptide 1 multiple interactions EXP [Sucrose co-treated with Orotic Acid] results in increased expression of CYP4A1 mRNA CTD PMID:15670589 NCBI chr 5:129,123,323...129,137,464
Ensembl chr 5:129,123,336...129,137,464 		JBrowse link
G Cyp4a2 cytochrome P450, family 4, subfamily a, polypeptide 2 multiple interactions EXP [Sucrose co-treated with Orotic Acid] results in increased expression of CYP4A2 mRNA CTD PMID:15670589 NCBI chr 5:128,922,355...128,934,188
Ensembl chr 5:128,923,615...128,934,165 		JBrowse link
G Edn1 endothelin 1 increases expression EXP Orotic Acid results in increased expression of EDN1 protein CTD PMID:25601987 NCBI chr17:22,454,924...22,460,812
Ensembl chr17:22,454,420...22,460,885 		JBrowse link
G Egr1 early growth response 1 decreases expression EXP Orotic Acid results in decreased expression of EGR1 mRNA CTD PMID:17203948 NCBI chr18:26,462,967...26,466,766
Ensembl chr18:26,462,981...26,466,766 		JBrowse link
G Eif5 eukaryotic translation initiation factor 5 decreases expression EXP Orotic Acid results in decreased expression of EIF5 mRNA CTD PMID:17203948 NCBI chr 6:130,589,162...130,597,656
Ensembl chr 6:130,589,143...130,597,656 		JBrowse link
G Fasn fatty acid synthase increases expression EXP Orotic Acid results in increased expression of FASN mRNA CTD PMID:17203948 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261 		JBrowse link
G Fgfr2 fibroblast growth factor receptor 2 increases expression EXP Orotic Acid results in increased expression of FGFR2 mRNA CTD PMID:17203948 NCBI chr 1:184,745,418...184,850,655
Ensembl chr 1:184,745,420...184,850,626 		JBrowse link
G Fn1 fibronectin 1 increases expression EXP Orotic Acid results in increased expression of FN1 mRNA CTD PMID:17203948 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G Gpat3 glycerol-3-phosphate acyltransferase 3 increases expression EXP Orotic Acid results in increased expression of GPAT3 mRNA CTD PMID:17203948 NCBI chr14:8,715,367...8,768,051
Ensembl chr14:8,714,373...8,766,490 		JBrowse link
G Hsp90b1 heat shock protein 90 beta family member 1 increases expression EXP Orotic Acid results in increased expression of HSP90B1 mRNA CTD PMID:17203948 NCBI chr 7:21,110,431...21,124,762
Ensembl chr 7:21,110,457...21,124,788 		JBrowse link
G Hyou1 hypoxia up-regulated 1 increases expression EXP Orotic Acid results in increased expression of HYOU1 mRNA CTD PMID:17203948 NCBI chr 8:44,706,073...44,718,189
Ensembl chr 8:44,706,263...44,718,186 		JBrowse link
G Ins2 insulin 2 multiple interactions ISO [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide; Orotic Acid inhibits the reaction [INS protein results in increased abundance of Nitric Oxide]; Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of AKT1 protein]; Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]; PIK3CA protein inhibits the reaction [[Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of AKT1 protein]]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] CTD PMID:25601987 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775 		JBrowse link
G Klf10 KLF transcription factor 10 decreases expression EXP Orotic Acid results in decreased expression of KLF10 mRNA CTD PMID:17203948 NCBI chr 7:69,467,658...69,473,726
Ensembl chr 7:69,465,619...69,473,994 		JBrowse link
G Lepr leptin receptor affects abundance ISO LEPR affects the abundance of Orotic Acid CTD PMID:20567778 NCBI chr 5:116,294,409...116,477,904
Ensembl chr 5:116,289,823...116,475,908 		JBrowse link
G Lox lysyl oxidase decreases expression EXP Orotic Acid results in decreased expression of LOX mRNA CTD PMID:17203948 NCBI chr18:45,964,544...45,977,431
Ensembl chr18:45,967,343...46,041,477 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 increases expression EXP Orotic Acid results in increased expression of MAPK14 mRNA CTD PMID:17203948 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Mt1 metallothionein 1 increases expression EXP Orotic Acid results in increased expression of MT1 mRNA CTD PMID:17203948 NCBI chr19:10,826,032...10,827,048
Ensembl chr19:10,826,032...10,827,049
Ensembl chr17:10,826,032...10,827,049 		JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions ISO [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide; [Orotic Acid inhibits the reaction [Metformin results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide; Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]; Orotic Acid inhibits the reaction [Metformin results in increased phosphorylation of NOS3 protein]; PIK3CA protein inhibits the reaction [[Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] CTD PMID:25601987 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Pc pyruvate carboxylase decreases expression EXP Orotic Acid results in decreased expression of PC mRNA CTD PMID:17203948 NCBI chr 1:201,799,374...201,898,412
Ensembl chr 1:201,804,267...201,898,380 		JBrowse link
G Pdia4 protein disulfide isomerase family A, member 4 increases expression EXP Orotic Acid results in increased expression of PDIA4 mRNA CTD PMID:17203948 NCBI chr 4:76,803,198...76,822,245
Ensembl chr 4:76,803,198...76,822,107 		JBrowse link
G Phgdh phosphoglycerate dehydrogenase increases expression EXP Orotic Acid results in increased expression of PHGDH mRNA CTD PMID:17203948 NCBI chr 2:185,906,962...185,936,054
Ensembl chr 2:185,906,966...185,935,944 		JBrowse link
G Pik3ca phosphatidylinositol-4,5-bisphosphate 3-kinase, catalytic subunit alpha multiple interactions ISO PIK3CA protein inhibits the reaction [[Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] which results in decreased abundance of Nitric Oxide]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of AKT1 protein]]; PIK3CA protein inhibits the reaction [Orotic Acid inhibits the reaction [INS protein results in increased phosphorylation of NOS3 protein]] CTD PMID:25601987 NCBI chr 2:115,175,275...115,249,034
Ensembl chr 2:115,174,984...115,249,032 		JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions EXP [Sucrose co-treated with Orotic Acid] results in decreased expression of PPARA protein CTD PMID:15670589 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346 		JBrowse link
G Prkaa1 protein kinase AMP-activated catalytic subunit alpha 1 multiple interactions ISO Orotic Acid inhibits the reaction [Metformin results in increased phosphorylation of PRKAA1 protein] CTD PMID:25601987 NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978 		JBrowse link
G Psat1 phosphoserine aminotransferase 1 increases expression EXP Orotic Acid results in increased expression of PSAT1 mRNA CTD PMID:17203948 NCBI chr 1:213,196,709...213,218,564
Ensembl chr 1:213,196,709...213,218,682 		JBrowse link
G Pygl glycogen phosphorylase L decreases expression EXP Orotic Acid results in decreased expression of PYGL mRNA CTD PMID:17203948 NCBI chr 6:88,697,598...88,740,260
Ensembl chr 6:88,697,593...88,740,310 		JBrowse link
G Rpl5 ribosomal protein L5 increases expression EXP Orotic Acid results in increased expression of RPL5 mRNA CTD PMID:17203948 NCBI chr14:1,843,856...1,850,301
Ensembl chr14:1,843,770...1,850,290 		JBrowse link
G Rps24 ribosomal protein S24 increases expression EXP Orotic Acid results in increased expression of RPS24 mRNA CTD PMID:17203948 NCBI chr16:89,538...94,267
Ensembl chr16:89,604...94,279 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 increases phosphorylation
multiple interactions		 ISO Orotic Acid results in increased phosphorylation of RPS6KB1 protein
Orotic Acid inhibits the reaction [STK11 protein results in decreased phosphorylation of RPS6KB1 protein]; Sirolimus inhibits the reaction [Orotic Acid results in increased phosphorylation of RPS6KB1 protein]		 CTD PMID:22863860 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908 		JBrowse link
G Rptor regulatory associated protein of MTOR, complex 1 decreases phosphorylation
multiple interactions		 ISO Orotic Acid results in decreased phosphorylation of RPTOR protein
Orotic Acid inhibits the reaction [STK11 protein results in increased phosphorylation of RPTOR protein]; Sirolimus inhibits the reaction [Orotic Acid results in decreased phosphorylation of RPTOR protein]		 CTD PMID:22863860 NCBI chr10:104,878,487...105,176,986
Ensembl chr10:104,878,487...105,176,983 		JBrowse link
G Rxra retinoid X receptor alpha multiple interactions EXP [Sucrose co-treated with Orotic Acid] results in decreased expression of RXRA protein CTD PMID:15670589 NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712 		JBrowse link
G Scd stearoyl-CoA desaturase decreases expression EXP Orotic Acid results in decreased expression of SCD mRNA CTD PMID:17203948 NCBI chr 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562 		JBrowse link
G Slc22a7 solute carrier family 22 member 7 multiple interactions
increases export		 ISO
EXP		 4-Aminobenzoic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; [Orotic Acid co-treated with Benzoic Acid] promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Benzoic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; cinnamic acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; gamma-Aminobutyric Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Niacin promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Orotic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; phenylpyruvic acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Salicylic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]
4-Aminobenzoic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; [Orotic Acid co-treated with Benzoic Acid] promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Benzoic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; cinnamic acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Niacin promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Orotic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; phenylacetic acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]; Salicylic Acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid]		 CTD PMID:22981274 NCBI chr 9:14,547,073...14,554,354
Ensembl chr 9:14,547,849...14,553,921 		JBrowse link
G Stk11 serine/threonine kinase 11 multiple interactions ISO Orotic Acid inhibits the reaction [STK11 protein results in decreased phosphorylation of RPS6KB1 protein]; Orotic Acid inhibits the reaction [STK11 protein results in increased phosphorylation of RPTOR protein] CTD PMID:22863860 NCBI chr 7:9,574,553...9,591,315
Ensembl chr 7:9,575,269...9,591,315 		JBrowse link
G Tmed10 transmembrane p24 trafficking protein 10 increases expression EXP Orotic Acid results in increased expression of TMED10 mRNA CTD PMID:17203948 NCBI chr 6:104,991,843...105,026,705
Ensembl chr 6:104,991,838...105,026,753 		JBrowse link
G Top2a DNA topoisomerase II alpha increases expression EXP Orotic Acid results in increased expression of TOP2A mRNA CTD PMID:17203948 NCBI chr10:83,945,731...83,976,874
Ensembl chr10:83,945,735...83,976,874 		JBrowse link
dihydroorotic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Dhodh dihydroorotate dehydrogenase (quinone) multiple interactions
increases oxidation
increases metabolic processing		 ISO
EXP		 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)-2-hepten-6-ynamide inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]; teriflunomide inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]; Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; X 910279 inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]
2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)-2-hepten-6-ynamide inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; 2-cyano-3-hydroxy-N-(4-(trifluoromethyl)phenyl)-2-hepten-6-ynamide inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]; azastene inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; brequinar inhibits the reaction [DHODH protein results in increased metabolism of 4,5-dihydroorotic acid]; brequinar inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; Ciprofloxacin inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; HR 325 inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; teriflunomide inhibits the reaction [DHODH protein results in increased metabolism of 4,5-dihydroorotic acid]; teriflunomide inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; teriflunomide inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]; toltrazuril inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; X 910279 inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; X 910279 inhibits the reaction [Ubiquinone affects the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]]		 CTD PMID:9776318 PMID:9802339 PMID:11248707 NCBI chr19:37,551,858...37,573,327
Ensembl chr19:37,558,177...37,591,654 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      biological role 19852
        biochemical role 19582
          metabolite 19562
            orotic acid 46
              N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alanine 0
              dihydroorotic acid + 1
              methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alaninate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19880
          baryon 19880
            nucleon 19909
              atomic nucleus 19880
                atom 19909
                  main group element atom 19849
                    p-block element atom 19849
                      carbon group element atom 19766
                        carbon atom 19785
                          organic molecular entity 19785
                            organic molecule 19737
                              organic cyclic compound 19526
                                organic heterocyclic compound 18870
                                  organic heteromonocyclic compound 17791
                                    diazines 13203
                                      pyrimidines 13116
                                        pyrimidine nucleobase 8512
                                          uracil 8037
                                            orotic acid 46
                                              N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alanine 0
                                              dihydroorotic acid + 1
                                              methyl N-[(2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)carbonyl]-beta-alaninate 0
paths to the root