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
Accession: CHEBI:41941
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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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Actb
actin, beta
affects binding multiple interactions
ISO
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 chr 5:142,888,870...142,892,509
Ensembl chr 5:142,888,870...142,892,509
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Akt1
thymoma viral proto-oncogene 1
increases phosphorylation multiple interactions
ISO
3,4-Dihydroxyphenylacetic Acid results in increased phosphorylation of AKT1 protein [3,4-Dihydroxyphenylacetic Acid co-treated with Glucose] results in increased phosphorylation of AKT1 protein
CTD
PMID:29981789
NCBI chr12:112,620,260...112,641,266
Ensembl chr12:112,620,255...112,641,318
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Cartpt
CART prepropeptide
increases abundance
ISO
CARTPT protein results in increased abundance of 3,4-Dihydroxyphenylacetic Acid
CTD
PMID:15659233
NCBI chr13:100,034,991...100,037,191
Ensembl chr13:100,034,997...100,037,599
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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 2:103,284,249...103,315,498
Ensembl chr 2:103,284,194...103,315,505
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Comt
catechol-O-methyltransferase
increases methylation multiple interactions
ISO
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 chr16:18,225,632...18,247,006
Ensembl chr16:18,225,636...18,245,602
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Gstp1
glutathione S-transferase, pi 1
increases expression
ISO
3,4-Dihydroxyphenylacetic Acid results in increased expression of GSTP1 mRNA
CTD
PMID:19743802
NCBI chr19:4,085,411...4,087,912
Ensembl chr19:4,085,407...4,087,985
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Gys1
glycogen synthase 1, muscle
decreases phosphorylation multiple interactions
ISO
3,4-Dihydroxyphenylacetic Acid results in decreased phosphorylation of GYS1 protein 3,4-Dihydroxyphenylacetic Acid inhibits the reaction [Glucose results in increased phosphorylation of GYS1 protein]
CTD
PMID:29981789
NCBI chr 7:45,084,263...45,106,041
Ensembl chr 7:45,084,268...45,106,043
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Insr
insulin receptor
multiple interactions
ISO
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 chr 8:3,200,922...3,329,649
Ensembl chr 8:3,172,061...3,329,617
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Maob
monoamine oxidase B
multiple interactions
ISO
[Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid
CTD
PMID:16012872
NCBI chr X:16,575,520...16,683,605
Ensembl chr X:16,575,521...16,683,605
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Nos1
nitric oxide synthase 1, neuronal
multiple interactions
EXP
NOS1 protein affects the reaction [Methamphetamine results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid]
CTD
PMID:11085313
NCBI chr 5:118,004,904...118,096,905
Ensembl chr 5:117,919,097...118,096,905
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Nqo1
NAD(P)H dehydrogenase, quinone 1
increases expression
ISO
3,4-Dihydroxyphenylacetic Acid results in increased expression of NQO1 mRNA
CTD
PMID:19743802
NCBI chr 8:108,114,856...108,139,012
Ensembl chr 8:108,114,857...108,129,838
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Nr3c1
nuclear receptor subfamily 3, group C, member 1
increases abundance
EXP
NR3C1 protein results in increased abundance of 3,4-Dihydroxyphenylacetic Acid
CTD
PMID:11226678
NCBI chr18:39,543,598...39,652,485
Ensembl chr18:39,543,598...39,652,474
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Oprm1
opioid receptor, mu 1
multiple interactions
ISO
[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 chr10:6,708,593...6,988,209
Ensembl chr10:6,708,506...6,988,198
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Parp1
poly (ADP-ribose) polymerase family, member 1
multiple interactions
EXP
[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 chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819
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Slc22a8
solute carrier family 22 (organic anion transporter), member 8
multiple interactions
ISO
3,4-Dihydroxyphenylacetic Acid inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate]
CTD
PMID:10224140
NCBI chr19:8,568,576...8,589,199
Ensembl chr19:8,568,618...8,589,199
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Snca
synuclein, alpha
decreases abundance
EXP
SNCA protein mutant form results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid
CTD
PMID:18622040
NCBI chr 6:60,708,557...60,806,839
Ensembl chr 6:60,708,559...60,806,839
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Tfam
transcription factor A, mitochondrial
decreases abundance
EXP
TFAM gene mutant form results in decreased abundance of 3,4-Dihydroxyphenylacetic Acid
CTD
PMID:28595911
NCBI chr10:71,061,298...71,074,157
Ensembl chr10:71,061,294...71,074,110
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Aqp9
aquaporin 9
multiple interactions
EXP
AQP9 gene mutant form inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased abundance of Homovanillic Acid]
CTD
PMID:29566083
NCBI chr 9:71,017,941...71,075,170
Ensembl chr 9:71,017,941...71,075,964
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Comt
catechol-O-methyltransferase
multiple interactions
ISO
[tolcapone results in decreased activity of COMT protein] which results in decreased abundance of Homovanillic Acid
CTD
PMID:11793163 PMID:15190105 PMID:16012872
NCBI chr16:18,225,632...18,247,006
Ensembl chr16:18,225,636...18,245,602
G
Maob
monoamine oxidase B
multiple interactions
ISO
[Selegiline results in decreased activity of MAOB protein] which results in decreased abundance of Homovanillic Acid
CTD
PMID:16012872
NCBI chr X:16,575,520...16,683,605
Ensembl chr X:16,575,521...16,683,605
G
Nos1
nitric oxide synthase 1, neuronal
multiple interactions
EXP
NOS1 protein affects the reaction [Methamphetamine results in decreased abundance of Homovanillic Acid]
CTD
PMID:11085313
NCBI chr 5:118,004,904...118,096,905
Ensembl chr 5:117,919,097...118,096,905
G
Nr3c1
nuclear receptor subfamily 3, group C, member 1
increases abundance
EXP
NR3C1 protein results in increased abundance of Homovanillic Acid
CTD
PMID:11226678
NCBI chr18:39,543,598...39,652,485
Ensembl chr18:39,543,598...39,652,474
G
Oprm1
opioid receptor, mu 1
multiple interactions
ISO
[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 chr10:6,708,593...6,988,209
Ensembl chr10:6,708,506...6,988,198
G
Parp1
poly (ADP-ribose) polymerase family, member 1
multiple interactions
EXP
[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 chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819
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Sct
secretin
increases abundance
ISO
SCT protein results in increased abundance of Homovanillic Acid
CTD
PMID:16168596
NCBI chr 7:140,858,243...140,859,082
Ensembl chr 7:140,858,243...140,859,046
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Slc22a8
solute carrier family 22 (organic anion transporter), member 8
multiple interactions
ISO
Homovanillic Acid inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate]
CTD
PMID:10224140
NCBI chr19:8,568,576...8,589,199
Ensembl chr19:8,568,618...8,589,199
G
Tfam
transcription factor A, mitochondrial
decreases abundance
EXP
TFAM gene mutant form results in decreased abundance of Homovanillic Acid
CTD
PMID:28595911
NCBI chr10:71,061,298...71,074,157
Ensembl chr10:71,061,294...71,074,110
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Vdr
vitamin D (1,25-dihydroxyvitamin D3) receptor
multiple interactions increases abundance
ISO
Calcitriol promotes the reaction [VDR protein results in increased abundance of Homovanillic Acid]
CTD
PMID:27450565
NCBI chr15:97,752,308...97,806,177
Ensembl chr15:97,752,306...97,808,511
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