dobutamine (CHEBI:4670)

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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

Average Mass

301.38010

Monoisotopic Mass

301.16779

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.

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

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

Last Modified

22 February 2017