CHEBI:4670 - dobutamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dobutamine
ChEBI ID CHEBI:4670
Definition A catecholamine that is 4-(3-aminobutyl)phenol in which one of the hydrogens attached to the nitrogen is substituted by a 2-(3,4-dihydroxyphenyl)ethyl group. A β1-adrenergic receptor agonist that has cardiac stimulant action without evoking vasoconstriction or tachycardia, it is used as the hydrochloride to increase the contractility of the heart in the management of acute heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:184505, CHEBI:554519
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Formula C18H23NO3
Net Charge 0
Average Mass 301.38010
Monoisotopic Mass 301.168
InChI InChI=1S/C18H23NO3/c1-13(2-3-14-4-7-16(20)8-5-14)19-11-10-15-6-9-17(21)18(22)12-15/h4-9,12-13,19-22H,2-3,10-11H2,1H3
InChIKey JRWZLRBJNMZMFE-UHFFFAOYSA-N
SMILES CC(CCc1ccc(O)cc1)NCCc1ccc(O)c(O)c1
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): 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.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
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.
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.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dobutamine (CHEBI:4670) has role β-adrenergic agonist (CHEBI:35522)
dobutamine (CHEBI:4670) has role cardiotonic drug (CHEBI:38147)
dobutamine (CHEBI:4670) has role sympathomimetic agent (CHEBI:35524)
dobutamine (CHEBI:4670) is a catecholamine (CHEBI:33567)
dobutamine (CHEBI:4670) is a secondary amine (CHEBI:32863)
Incoming dobutamine hydrochloride (CHEBI:4671) has part dobutamine (CHEBI:4670)
(R)-dobutamine (CHEBI:59804) is a dobutamine (CHEBI:4670)
(S)-dobutamine (CHEBI:59805) is a dobutamine (CHEBI:4670)
IUPAC Name
4-(2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)benzene-1,2-diol
INNs Sources
dobutamina ChemIDplus
dobutamine WHO MedNet
dobutamine ChemIDplus
dobutaminum ChemIDplus
Synonyms Sources
(±)-4-(2-((3-(p-hydroxyphenyl)-1-methylpropyl)amino)ethyl)pyrocatechol ChemIDplus
3,4-dihydroxy-N-[3-(4-hydroxyphenyl)-1-methylpropyl]-β-phenylethylamine ChEBI
4-{2-[3-(4-Hydroxy-phenyl)-1-methyl-propylamino]-ethyl}-benzene-1,2-diol ChEMBL
DL-dobutamine ChEBI
DOBUTAMINE ChEMBL
Dobutamine KEGG COMPOUND
rac-dobutamine ChEBI
racemic-dobutamine ChemIDplus
Manual Xrefs Databases
937 DrugCentral
C06967 KEGG COMPOUND
D03879 KEGG DRUG
DB00841 DrugBank
DE2317710 Patent
Dobutamine Wikipedia
HMDB0014979 HMDB
LSM-1807 LINCS
US3987200 Patent
View more database links
Registry Numbers Types Sources
2946389 Reaxys Registry Number Reaxys
2946389 Beilstein Registry Number Beilstein
34368-04-2 CAS Registry Number KEGG COMPOUND
34368-04-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11280019 PubMed citation Europe PMC
11950781 PubMed citation Europe PMC
18323735 PubMed citation Europe PMC
22537238 PubMed citation Europe PMC
Last Modified
22 February 2017