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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:(3,4-dihydroxyphenyl)acetic acid
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Accession:CHEBI:41941 term browser browse the term
Definition:A dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine.
Synonyms:related_synonym: 2-(3,4-DIHYDROXYPHENYL)ACETIC ACID;   3,4-dihydroxyphenylacetic acid;   Formula=C8H8O4;   InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12);   InChIKey=CFFZDZCDUFSOFZ-UHFFFAOYSA-N;   SMILES=OC(=O)Cc1ccc(O)c(O)c1;   dopacetic acid;   homoprotocatechuic acid
 alt_id: CHEBI:1386;   CHEBI:41936
 xref: Beilstein:2211017;   CAS:102-32-9;   DrugBank:DB01702;   Gmelin:874810;   HMDB:HMDB0001336;   KEGG:C01161
 xref_mesh: MESH:D015102
 xref: PDBeChem:DHY;   PMID:11251641;   PMID:11681538;   PMID:11868042;   PMID:15212971;   PMID:15862791;   PMID:18706927;   PMID:19191673;   PMID:22770225;   PMID:4420192;   Reaxys:2211017;   Wikipedia:DOPAC
 cyclic_relationship: is_conjugate_acid_of CHEBI:17612


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(3,4-dihydroxyphenyl)acetic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Actb actin, beta affects binding
multiple interactions		 EXP 3,4-Dihydroxyphenylacetic Acid analog binds to ACTB protein
Catechin inhibits the reaction [3,4-Dihydroxyphenylacetic Acid analog binds to ACTB protein]; epicatechin gallate inhibits the reaction [3,4-Dihydroxyphenylacetic Acid analog binds to ACTB protein]; Quercetin inhibits the reaction [3,4-Dihydroxyphenylacetic Acid analog binds to ACTB protein]		 CTD PMID:19743802 NCBI chr12:11,663,112...11,666,697
Ensembl chr12:11,663,109...11,672,877 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions
increases phosphorylation		 EXP [3,4-Dihydroxyphenylacetic Acid co-treated with Glucose] results in increased phosphorylation of AKT1 protein
3,4-Dihydroxyphenylacetic Acid results in increased phosphorylation of AKT1 protein		 CTD PMID:29981789 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Cartpt CART prepropeptide increases abundance EXP CARTPT protein results in increased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:15659233 NCBI chr 2:31,255,098...31,257,452
Ensembl chr 2:31,255,098...31,290,713 		JBrowse link
G Cat catalase multiple interactions ISO CAT protein inhibits the reaction [N-Methyl-3,4-methylenedioxyamphetamine results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid] CTD PMID:11435997 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Comt catechol-O-methyltransferase increases methylation
multiple interactions		 ISO
EXP		 COMT protein results in increased methylation of 3,4-Dihydroxyphenylacetic Acid
[tolcapone results in decreased activity of COMT protein] which results in increased abundance of 3,4-Dihydroxyphenylacetic Acid		 CTD PMID:11160877 PMID:11793163 PMID:15190105 PMID:16012872 NCBI chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression EXP 3,4-Dihydroxyphenylacetic Acid results in increased expression of GSTP1 mRNA CTD PMID:19743802 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Gys1 glycogen synthase 1 multiple interactions
decreases phosphorylation		 EXP 3,4-Dihydroxyphenylacetic Acid inhibits the reaction [Glucose results in increased phosphorylation of GYS1 protein]
3,4-Dihydroxyphenylacetic Acid results in decreased phosphorylation of GYS1 protein		 CTD PMID:29981789 NCBI chr 1:95,915,443...95,935,292
Ensembl chr 1:95,915,443...95,935,292 		JBrowse link
G Insr insulin receptor multiple interactions EXP 3,4-Dihydroxyphenylacetic Acid inhibits the reaction [Glucose results in decreased expression of and results in decreased phosphorylation of INSR protein]; 3,4-Dihydroxyphenylacetic Acid results in increased expression of and results in increased phosphorylation of INSR protein CTD PMID:29981789 NCBI chr12:1,193,193...1,330,976
Ensembl chr12:1,197,100...1,330,883 		JBrowse link
G Maob monoamine oxidase B multiple interactions EXP [Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:16012872 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003 		JBrowse link
G Nos1 nitric oxide synthase 1 multiple interactions ISO NOS1 protein affects the reaction [Methamphetamine results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid] CTD PMID:11085313 NCBI chr12:38,615,111...38,795,492
Ensembl chr12:38,626,714...38,710,945 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression EXP 3,4-Dihydroxyphenylacetic Acid results in increased expression of NQO1 mRNA CTD PMID:19743802 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 increases abundance ISO NR3C1 protein results in increased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:11226678 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Oprm1 opioid receptor, mu 1 multiple interactions EXP [beta-funaltrexamine binds to and results in decreased activity of OPRM1 protein] inhibits the reaction [Morphine results in increased abundance of 3,4-Dihydroxyphenylacetic Acid] CTD PMID:8884884 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO [PARP1 protein results in increased susceptibility to 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine] which results in increased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:10318960 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Slc22a8 solute carrier family 22 member 8 multiple interactions EXP 3,4-Dihydroxyphenylacetic Acid inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate] CTD PMID:10224140 NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450 		JBrowse link
G Snca synuclein alpha decreases abundance ISO SNCA protein mutant form results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:18622040 NCBI chr 4:89,696,420...89,797,240
Ensembl chr 4:89,696,420...89,796,262 		JBrowse link
G Tfam transcription factor A, mitochondrial decreases abundance ISO TFAM gene mutant form results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid CTD PMID:28595911 NCBI chr20:17,356,243...17,368,293
Ensembl chr20:17,356,197...17,368,292 		JBrowse link
homovanillic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aqp9 aquaporin 9 multiple interactions ISO AQP9 gene mutant form inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased abundance of Homovanillic Acid] CTD PMID:29566083 NCBI chr 8:71,797,231...71,837,485
Ensembl chr 8:71,797,234...71,837,395 		JBrowse link
G Comt catechol-O-methyltransferase multiple interactions ISO
EXP		 [tolcapone results in decreased activity of COMT protein] which results in decreased abundance of Homovanillic Acid CTD PMID:11793163 PMID:15190105 PMID:16012872 NCBI chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642 		JBrowse link
G Maob monoamine oxidase B multiple interactions EXP [Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of Homovanillic Acid CTD PMID:16012872 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003 		JBrowse link
G Nos1 nitric oxide synthase 1 multiple interactions ISO NOS1 protein affects the reaction [Methamphetamine results in decreased abundance of Homovanillic Acid] CTD PMID:11085313 NCBI chr12:38,615,111...38,795,492
Ensembl chr12:38,626,714...38,710,945 		JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 increases abundance ISO NR3C1 protein results in increased abundance of Homovanillic Acid CTD PMID:11226678 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Oprm1 opioid receptor, mu 1 multiple interactions EXP [beta-funaltrexamine binds to and results in decreased activity of OPRM1 protein] inhibits the reaction [Morphine results in increased abundance of Homovanillic Acid] CTD PMID:8884884 NCBI chr 1:43,160,057...43,413,409
Ensembl chr 1:43,160,057...43,413,409 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO [PARP1 protein results in increased susceptibility to 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine] which results in increased abundance of Homovanillic Acid CTD PMID:10318960 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Sct secretin increases abundance ISO SCT protein results in increased abundance of Homovanillic Acid CTD PMID:16168596 NCBI chr 1:196,382,857...196,383,668
Ensembl chr 1:196,382,856...196,383,658 		JBrowse link
G Slc22a8 solute carrier family 22 member 8 multiple interactions EXP Homovanillic Acid inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate] CTD PMID:10224140 NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450 		JBrowse link
G Tfam transcription factor A, mitochondrial decreases abundance ISO TFAM gene mutant form results in decreased abundance of Homovanillic Acid CTD PMID:28595911 NCBI chr20:17,356,243...17,368,293
Ensembl chr20:17,356,197...17,368,292 		JBrowse link
G Vdr vitamin D receptor multiple interactions
increases abundance		 ISO Calcitriol promotes the reaction [VDR protein results in increased abundance of Homovanillic Acid] CTD PMID:27450565 NCBI chr 7:128,987,981...129,037,677
Ensembl chr 7:128,987,981...129,037,677 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      biological role 19852
        poison 18664
          toxin 16009
            phenylacetic acid 1359
              (3,4-dihydroxyphenyl)acetic acid 20
                homovanillic acid + 11
                isohomovanillic acid 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
                            heteroorganic entity 19541
                              organochalcogen compound 19301
                                organooxygen compound 19193
                                  carbon oxoacid 18681
                                    carboxylic acid 18678
                                      hydroxy carboxylic acid 3867
                                        hydroxy monocarboxylic acid 3864
                                          dihydroxy monocarboxylic acid 277
                                            dihydroxyphenylacetic acid 20
                                              (3,4-dihydroxyphenyl)acetic acid 20
                                                homovanillic acid + 11
                                                isohomovanillic acid 0
paths to the root