ractopamine   Click here for help

GtoPdb Ligand ID: 10455

Synonyms: EL-737 | Optaflexx® | Paylean® | ractopamin | Tomax®
Compound class: Synthetic organic
Comment: Ractopamine exhibits agonist activity at the trace amine receptor 1 (TA1) [3] and β-adrenoceptors [1-2].

In some countries ractopamine is used as a feed additive in commercial livestock husbandry to increase lean meat mass. This use is banned in the EU and many other countries, but is permitted in countries including the US, Canada, Mexico, Japan and South Korea. Ractopamine's effect on human physiology has not been fully characterised, so the safety of consuming trace ractopamine in meat from treated animals remains controversial.

Commercially used ractopamine is administered as the hydrochloride salt and is a racemic mixture of all 4 possible stereoenantiomers. We show the structure without specified stereochemistry to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 72.72
Molecular weight 301.17
XLogP 2.8
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(NCC(c1ccc(cc1)O)O)CCc1ccc(cc1)O
Isomeric SMILES CC(NCC(c1ccc(cc1)O)O)CCc1ccc(cc1)O
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
InChI Key YJQZYXCXBBCEAQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[3-[[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol
International Nonproprietary Names Click here for help
INN number INN
5850 ractopamine
Synonyms Click here for help
EL-737 | Optaflexx® | Paylean® | ractopamin | Tomax®
Database Links Click here for help
BindingDB Ligand 27959
CAS Registry No. 97825-25-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL509336
GtoPdb PubChem SID 385612215
PubChem CID 56052
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