CHEBI:9449 - terbutaline

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ChEBI Name terbutaline
ChEBI ID CHEBI:9449
Definition A member of the class of phenylethanolamines that is catechol substituted at position 5 by a 2-(tert-butylamino)-1-hydroxyethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H19NO3
Net Charge 0
Average Mass 225.28420
Monoisotopic Mass 225.13649
InChI InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3
InChIKey XWTYSIMOBUGWOL-UHFFFAOYSA-N
SMILES CC(C)(C)NCC(O)c1cc(O)cc(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): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
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.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
anti-asthmatic drug
A drug used to treat asthma.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
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.
tocolytic agent
Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing terbutaline (CHEBI:9449) has role β-adrenergic agonist (CHEBI:35522)
terbutaline (CHEBI:9449) has role anti-asthmatic drug (CHEBI:49167)
terbutaline (CHEBI:9449) has role bronchodilator agent (CHEBI:35523)
terbutaline (CHEBI:9449) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
terbutaline (CHEBI:9449) has role hypoglycemic agent (CHEBI:35526)
terbutaline (CHEBI:9449) has role sympathomimetic agent (CHEBI:35524)
terbutaline (CHEBI:9449) has role tocolytic agent (CHEBI:66993)
terbutaline (CHEBI:9449) is a phenylethanolamines (CHEBI:25990)
terbutaline (CHEBI:9449) is a resorcinols (CHEBI:33572)
Incoming bambuterol (CHEBI:553827) has functional parent terbutaline (CHEBI:9449)
terbutaline sulfate (CHEBI:9450) has functional parent terbutaline (CHEBI:9449)
IUPAC Name
5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol
INNs Sources
terbutalina WHO MedNet
terbutaline WHO MedNet
terbutaline ChemIDplus
terbutalinum DrugBank
Manual Xrefs Databases
2598 DrugCentral
C07129 KEGG COMPOUND
D08570 KEGG DRUG
DB00871 DrugBank
HMDB0015009 HMDB
Terbutaline Wikipedia
WO2011112499 Patent
View more database links
Registry Numbers Types Sources
23031-25-6 CAS Registry Number KEGG COMPOUND
2370513 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
02 June 2023
General Comment
2014-07-15 Terbutaline can be found in blood and urine samples of individuals who have taken this drug.