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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


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orotic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases expression EXP Orotic Acid results in decreased expression of CYP2C6V1 protein CTD PMID:25786523 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
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 5:134,492,734...134,507,158
Ensembl chr 5:134,492,756...134,507,154
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 5:134,196,910...134,207,888
Ensembl chr 5:134,196,912...134,207,863
JBrowse link
G Edn1 endothelin 1 increases expression EXP Orotic Acid results in increased expression of EDN1 protein CTD PMID:25601987 NCBI chr17:22,136,814...22,143,745
Ensembl chr17:22,137,324...22,143,324
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 1:215,856,967...215,858,034
Ensembl chr 1:215,856,971...215,858,034
JBrowse link
G Lepr leptin receptor affects abundance ISO LEPR affects the abundance of Orotic Acid CTD PMID:20567778 NCBI chr 5:120,503,475...120,682,281
Ensembl chr 5:120,564,645...120,682,221
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 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
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 2:118,831,350...118,861,456
Ensembl chr 2:118,831,350...118,861,454
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 7:126,618,872...126,687,282
Ensembl chr 7:126,619,196...126,681,752
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 2:54,857,688...54,893,404
Ensembl chr 2:54,857,688...54,893,404
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 chr10:73,824,200...73,865,503
Ensembl chr10:73,824,202...73,865,364
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 chr10:108,750,620...109,058,691
Ensembl chr10:108,750,620...109,058,691
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 3:6,272,560...6,295,354
Ensembl chr 3:6,211,789...6,295,908
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 9:16,925,321...16,931,119
Ensembl chr 9:16,924,520...16,931,766
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 7:12,440,751...12,457,513
Ensembl chr 7:12,440,751...12,457,513
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]]; A 771726 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]]; A 771726 inhibits the reaction [DHODH protein results in increased metabolism of 4,5-dihydroorotic acid]; A 771726 inhibits the reaction [DHODH protein results in increased oxidation of 4,5-dihydroorotic acid]; A 771726 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]; 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 chr19:42,066,103...42,087,906
Ensembl chr19:42,066,351...42,082,012
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        biochemical role 19304
          metabolite 19285
            orotic acid 17
              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 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic molecule 19514
                              organic cyclic compound 19311
                                organic heterocyclic compound 18425
                                  organic heteromonocyclic compound 16467
                                    diazines 12154
                                      pyrimidines 11972
                                        pyrimidine nucleobase 6095
                                          uracil 5649
                                            orotic acid 17
                                              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

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.