CHEBI:82648 - butopamine

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ChEBI Name butopamine
ChEBI ID CHEBI:82648
Definition A 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol in which both stereocentres have R configuration. It is the most active of the four diastereoisomers that make up the animal feed additive ractopamine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H23NO3
Net Charge 0
Average Mass 301.38010
Monoisotopic Mass 301.16779
InChI InChI=1S/C18H23NO3/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15/h4-11,13,18-22H,2-3,12H2,1H3/t13-,18+/m1/s1
InChIKey YJQZYXCXBBCEAQ-ACJLOTCBSA-N
SMILES C[C@H](CCc1ccc(O)cc1)NC[C@H](O)c1ccc(O)cc1
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.
Application(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
animal growth promotant
Substances that are administered to farmed animals to improve productivity by promoting weight gain, increasing muscle mass, limiting fat deposition, reducing feed consumption, and reducing waste production.
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ChEBI Ontology
Outgoing butopamine (CHEBI:82648) has role β-adrenergic agonist (CHEBI:35522)
butopamine (CHEBI:82648) has role animal growth promotant (CHEBI:82655)
butopamine (CHEBI:82648) is a 4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)phenol (CHEBI:82647)
butopamine (CHEBI:82648) is enantiomer of ent-butopamine (CHEBI:82649)
Incoming ractopamine (CHEBI:82644) has part butopamine (CHEBI:82648)
ent-butopamine (CHEBI:82649) is enantiomer of butopamine (CHEBI:82648)
IUPAC Name
4-[(1R)-1-hydroxy-2-{[(2R)-4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl]phenol
INNs Sources
butopamina ChemIDplus
butopamine WHO MedNet
butopamine ChemIDplus
butopaminum ChemIDplus
Synonyms Sources
(R)-p-hydroxy-alpha-((((R)-3-(p-hydroxyphenyl)-1-methylpropyl)amino)methyl)benzyl alcohol ChemIDplus
(R,R)-ractopamine ChEBI
LY 131126 ChemIDplus
Manual Xrefs Databases
D03195 KEGG DRUG
EP7205 Patent
View more database links
Registry Numbers Types Sources
66734-12-1 CAS Registry Number ChemIDplus
8395950 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12597381 PubMed citation Europe PMC
6854129 PubMed citation Europe PMC
7408391 PubMed citation Europe PMC
Last Modified
07 August 2014