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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 thymoma viral proto-oncogene 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 chr12:112,620,260...112,641,266
Ensembl chr12:112,620,255...112,641,318
JBrowse link
G Cyp2c29 cytochrome P450, family 2, subfamily c, polypeptide 29 decreases expression ISO Orotic Acid results in decreased expression of CYP2C6V1 protein CTD PMID:25786523 NCBI chr19:39,275,541...39,319,157
Ensembl chr19:39,257,849...39,319,157
JBrowse link
G Cyp4a12b cytochrome P450, family 4, subfamily a, polypeptide 12B multiple interactions ISO [Sucrose co-treated with Orotic Acid] results in increased expression of CYP4A1 mRNA CTD PMID:15670589 NCBI chr 4:115,268,821...115,296,231
Ensembl chr 4:115,268,821...115,296,231
JBrowse link
G Edn1 endothelin 1 increases expression ISO Orotic Acid results in increased expression of EDN1 protein CTD PMID:25601987 NCBI chr13:42,454,952...42,461,466
Ensembl chr13:42,454,952...42,461,466
JBrowse link
G Ins2 insulin II 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 7:142,232,393...142,233,463
Ensembl chr 7:142,232,393...142,297,118
JBrowse link
G Lepr leptin receptor affects abundance EXP LEPR affects the abundance of Orotic Acid CTD PMID:20567778 NCBI chr 4:101,574,393...101,676,375
Ensembl chr 4:101,574,601...101,672,549
JBrowse link
G Nos3 nitric oxide synthase 3, endothelial cell 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 5:24,569,772...24,589,472
Ensembl chr 5:24,569,808...24,589,472
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 3:32,451,203...32,520,256
Ensembl chr 3:32,451,820...32,522,635
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions ISO [Sucrose co-treated with Orotic Acid] results in decreased expression of PPARA protein CTD PMID:15670589 NCBI chr15:85,619,112...85,691,052
Ensembl chr15:85,619,184...85,687,020
JBrowse link
G Prkaa1 protein kinase, AMP-activated, alpha 1 catalytic subunit multiple interactions ISO Orotic Acid inhibits the reaction [Metformin results in increased phosphorylation of PRKAA1 protein] CTD PMID:25601987 NCBI chr15:5,172,641...5,211,380
Ensembl chr15:5,173,343...5,211,380
JBrowse link
G Rps6kb1 ribosomal protein S6 kinase, polypeptide 1 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 chr11:86,389,695...86,435,711
Ensembl chr11:86,389,697...86,435,631
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 chr11:119,493,731...119,790,417
Ensembl chr11:119,493,731...119,790,402
JBrowse link
G Rxra retinoid X receptor alpha multiple interactions ISO [Sucrose co-treated with Orotic Acid] results in decreased expression of RXRA protein CTD PMID:15670589 NCBI chr 2:27,566,457...27,653,331
Ensembl chr 2:27,566,452...27,652,969
JBrowse link
G Slc22a7 solute carrier family 22 (organic anion transporter), member 7 multiple interactions
increases export
ISO 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 chr17:46,743,111...46,749,403
Ensembl chr17:46,743,109...46,749,383
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 chr10:79,951,602...79,966,513
Ensembl chr10:79,951,637...79,966,516
JBrowse link
dihydroorotic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Dhodh dihydroorotate dehydrogenase 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 chr 8:110,319,876...110,335,330
Ensembl chr 8:110,317,975...110,335,305
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 22194
    role 22179
      biological role 22178
        biochemical role 21449
          metabolite 21397
            orotic acid 16
              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 22194
    subatomic particle 22186
      composite particle 22186
        hadron 22186
          baryon 22186
            nucleon 22186
              atomic nucleus 22186
                atom 22186
                  main group element atom 22120
                    p-block element atom 22120
                      carbon group element atom 21920
                        carbon atom 21846
                          organic molecular entity 21846
                            organic molecule 21662
                              organic cyclic compound 21269
                                organic heterocyclic compound 20342
                                  organic heteromonocyclic compound 18757
                                    diazines 13460
                                      pyrimidines 13324
                                        pyrimidine nucleobase 8403
                                          uracil 7884
                                            orotic acid 16
                                              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