CHEBI:18243 - dopamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dopamine
ChEBI ID CHEBI:18243
Definition Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1764, CHEBI:11695, CHEBI:43686, CHEBI:14203, CHEBI:23886, CHEBI:11930
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Formula C8H11NO2
Net Charge 0
Average Mass 153.17840
Monoisotopic Mass 153.07898
InChI InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
InChIKey VYFYYTLLBUKUHU-UHFFFAOYSA-N
SMILES NCCc1ccc(O)c(O)c1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
molecular messenger

(via monoamine molecular messenger )
Application(s): cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dopamine (CHEBI:18243) has role β-adrenergic agonist (CHEBI:35522)
dopamine (CHEBI:18243) has role Escherichia coli metabolite (CHEBI:76971)
dopamine (CHEBI:18243) has role cardiotonic drug (CHEBI:38147)
dopamine (CHEBI:18243) has role dopaminergic agent (CHEBI:48560)
dopamine (CHEBI:18243) has role human metabolite (CHEBI:77746)
dopamine (CHEBI:18243) has role mouse metabolite (CHEBI:75771)
dopamine (CHEBI:18243) has role sympathomimetic agent (CHEBI:35524)
dopamine (CHEBI:18243) is a catecholamine (CHEBI:33567)
dopamine (CHEBI:18243) is conjugate base of dopaminium(1+) (CHEBI:59905)
Incoming (2E)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(3,4-dimethoxyphenyl)acrylamide (CHEBI:139448) has functional parent dopamine (CHEBI:18243)
15-HETE-DA (CHEBI:188286) has functional parent dopamine (CHEBI:18243)
3-amino-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide (CHEBI:125666) has functional parent dopamine (CHEBI:18243)
3-methoxytyramine (CHEBI:1582) has functional parent dopamine (CHEBI:18243)
4-methoxytyramine (CHEBI:89641) has functional parent dopamine (CHEBI:18243)
N-[2-(3,4-dihydroxyphenyl)ethyl]-L-glutamine residue (CHEBI:167175) has functional parent dopamine (CHEBI:18243)
N-acetyldopamine (CHEBI:125678) has functional parent dopamine (CHEBI:18243)
N-oleoyldopamine (CHEBI:31883) has functional parent dopamine (CHEBI:18243)
N-palmitoyl dopamine (CHEBI:134058) has functional parent dopamine (CHEBI:18243)
Arachidonoyl dopamine (CHEBI:31231) has functional parent dopamine (CHEBI:18243)
Dihomo-gamma-linolenoyl dopamine (CHEBI:187455) has functional parent dopamine (CHEBI:18243)
dopamine 3-O-sulfate (CHEBI:37946) has functional parent dopamine (CHEBI:18243)
dopamine 4-O-sulfate (CHEBI:34729) has functional parent dopamine (CHEBI:18243)
N-[2-(3,4-dihydroxyphenyl)ethyl]-9-octadecenamide (CHEBI:109532) has functional parent dopamine (CHEBI:18243)
N-linoleoyl dopamine (CHEBI:183583) has functional parent dopamine (CHEBI:18243)
N-stearoyl dopamine (CHEBI:186909) has functional parent dopamine (CHEBI:18243)
oxidopamine (CHEBI:78741) has functional parent dopamine (CHEBI:18243)
dopaminium(1+) (CHEBI:59905) is conjugate acid of dopamine (CHEBI:18243)
IUPAC Name
4-(2-aminoethyl)benzene-1,2-diol
INNs Sources
dopamina ChemIDplus
dopamine ChEBI
dopaminum ChemIDplus
Synonyms Sources
2-(3,4-dihydroxyphenyl)ethylamine ChEBI
2-(3,4-Dihydroxyphenyl)ethylamine KEGG COMPOUND
3,4-Dihydroxyphenethylamine KEGG COMPOUND
3-Hydroxytyramine ChemIDplus
4-(2-aminoethyl)-1,2-benzenediol ChEBI
4-(2-Aminoethyl)-1,2-benzenediol KEGG COMPOUND
4-(2-Aminoethyl)-1,2-benzenediol KEGG COMPOUND
4-(2-Aminoethyl)benzene-1,2-diol KEGG COMPOUND
4-(2-aminoethyl)catechol ChemIDplus
4-(2-aminoethyl)pyrocatechol ChemIDplus
Deoxyepinephrine DrugBank
Dopamine KEGG COMPOUND
Hydroxytyramin DrugBank
Manual Xrefs Databases
947 DrugCentral
C00001408 KNApSAcK
C03758 KEGG COMPOUND
D07870 KEGG DRUG
DB00988 DrugBank
Dopamine Wikipedia
DOPAMINE MetaCyc
HMDB0000073 HMDB
LSM-4630 LINCS
View more database links
Registry Numbers Types Sources
1072822 Reaxys Registry Number Reaxys
51-61-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10629745 PubMed citation Europe PMC
11149432 PubMed citation Europe PMC
9422813 PubMed citation Europe PMC
Last Modified
25 August 2022