CHEBI:82648 - butopamine

ChEBI IDCHEBI:82648
ChEBI Namebutopamine
Stars
DefinitionA 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.
Last Modified7 August 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H23NO3
Net Charge0
Average Mass301.386
Monoisotopic Mass301.16779
SMILESC[C@H](CCc1ccc(O)cc1)NC[C@H](O)c1ccc(O)cc1
InChIInChI=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
InChIKeyYJQZYXCXBBCEAQ-ACJLOTCBSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
beta-adrenergic agonist  An agent that selectively binds to and activates β-adrenergic receptors.
Applications:
beta-adrenergic agonist  An agent that selectively binds to and activates β-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.
ChEBI Ontology
Outgoing Relation(s)
butopamine (CHEBI:82648) has role animal growth promotant (CHEBI:82655)
butopamine (CHEBI:82648) has role β-adrenergic agonist (CHEBI:35522)
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 Relation(s)
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  Source
butopaminaChemIDplus
butopamineChemIDplus
butopaminumChemIDplus
butopamineWHO MedNet
Synonyms  Source
(R)-p-hydroxy-alpha-((((R)-3-(p-hydroxyphenyl)-1-methylpropyl)amino)methyl)benzyl alcoholChemIDplus
LY 131126ChemIDplus
(R,R)-ractopamineChEBI
Manual XrefsDatabases
EP7205Patent
D03195KEGG DRUG
Registry NumbersSources
Reaxys:8395950Reaxys
CAS:66734-12-1ChemIDplus
Citations