CHEBI:149226 - fenoterol

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ChEBI Name fenoterol
ChEBI ID CHEBI:149226
Definition A member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A β2-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H21NO4
Net Charge 0
Average Mass 303.35290
Monoisotopic Mass 303.14706
InChI InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3
InChIKey LSLYOANBFKQKPT-UHFFFAOYSA-N
SMILES CC(Cc1ccc(O)cc1)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): 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.
Application(s): 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.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
tocolytic agent
Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
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ChEBI Ontology
Outgoing fenoterol (CHEBI:149226) has role β-adrenergic agonist (CHEBI:35522)
fenoterol (CHEBI:149226) has role bronchodilator agent (CHEBI:35523)
fenoterol (CHEBI:149226) has role sympathomimetic agent (CHEBI:35524)
fenoterol (CHEBI:149226) has role tocolytic agent (CHEBI:66993)
fenoterol (CHEBI:149226) is a resorcinols (CHEBI:33572)
fenoterol (CHEBI:149226) is a secondary alcohol (CHEBI:35681)
fenoterol (CHEBI:149226) is a secondary amino compound (CHEBI:50995)
Incoming fenoterol hydrobromide (CHEBI:31601) has part fenoterol (CHEBI:149226)
IUPAC Name
5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol
INNs Sources
fenoterol ChemIDplus
fenoterolum ChemIDplus
Synonyms Sources
1-(3,5-dihydroxyphenyl)-1-hydroxy-2-((4-hydroxyphenyl)isopropylamino)ethane ChemIDplus
1-(p-hydroxyphenyl)-2-((β-hydroxy-β-(3',5'-dihydroxyphenyl))ethyl)aminopropane ChemIDplus
3,5-dihydroxy-α-(((p-hydroxy-α-methylphenethyl)amino)methyl)benzyl alcohol ChemIDplus
5-{1-Hydroxy-2-[2-(4-hydroxy-phenyl)-1-methyl-ethylamino]-ethyl}-benzene-1,3-diol ChEMBL
phenoterol DrugBank
Manual Xrefs Databases
1155 DrugCentral
BE640433 Patent
D04157 KEGG DRUG
DB01288 DrugBank
Fenoterol Wikipedia
HMDB0015405 HMDB
LSM-1948 LINCS
US3341593 Patent
View more database links
Registry Numbers Types Sources
13392-18-2 CAS Registry Number ChemIDplus
13392-18-2 CAS Registry Number KEGG DRUG
2157041 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17506540 PubMed citation Europe PMC
17845020 PubMed citation ChEMBL
19890360 PubMed citation Europe PMC
Last Modified
22 February 2017