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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 chr12:13,715,843...13,718,813
Ensembl chr12:13,715,843...13,718,841
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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
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 2:30,125,249...30,127,408
Ensembl chr 2:30,125,249...30,127,269
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
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 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
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 1:101,427,195...101,447,092
Ensembl chr 1:101,427,195...101,447,092
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 chr12:1,682,527...1,816,414
Ensembl chr12:1,680,957...1,816,414
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:6,430,694...6,533,520
Ensembl chr  X:6,430,594...6,533,534
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 chr12:44,214,949...44,405,530
Ensembl chr12:44,213,943...44,520,341
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 chr18:31,728,373...32,704,022
Ensembl chr18:31,728,373...31,749,647
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 1:43,454,803...43,704,948
Ensembl chr 1:43,454,803...43,704,948
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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
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 1:224,799,444...224,818,482
Ensembl chr 1:224,800,252...224,818,482
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 4:90,782,412...90,883,236
Ensembl chr 4:90,782,374...90,882,285
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 chr20:18,594,057...18,606,106
Ensembl chr20:18,594,037...18,606,151
JBrowse link
homovanillic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
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 chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
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:6,430,694...6,533,520
Ensembl chr  X:6,430,594...6,533,534
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 chr12:44,214,949...44,405,530
Ensembl chr12:44,213,943...44,520,341
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 chr18:31,728,373...32,704,022
Ensembl chr18:31,728,373...31,749,647
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 1:43,454,803...43,704,948
Ensembl chr 1:43,454,803...43,704,948
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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Sct secretin increases abundance ISO SCT protein results in increased abundance of Homovanillic Acid CTD PMID:16168596 NCBI chr 1:214,264,865...214,277,437
Ensembl chr 1:214,264,754...214,265,668
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 1:224,799,444...224,818,482
Ensembl chr 1:224,800,252...224,818,482
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 chr20:18,594,057...18,606,106
Ensembl chr20:18,594,037...18,606,151
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 7:139,344,452...139,394,138
Ensembl chr 7:139,342,063...139,394,166
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        poison 18080
          toxin 13949
            phenylacetic acid 1155
              (3,4-dihydroxyphenyl)acetic acid 19
                homovanillic acid + 10
                isohomovanillic acid 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18114
                                        hydroxy carboxylic acid 3607
                                          hydroxy monocarboxylic acid 3607
                                            dihydroxy monocarboxylic acid 256
                                              dihydroxyphenylacetic acid 19
                                                (3,4-dihydroxyphenyl)acetic acid 19
                                                  homovanillic acid + 10
                                                  isohomovanillic acid 0
paths to the root

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