β-phenylethylamine

Ligand id: 2144

Name: β-phenylethylamine

Abbreviated name: PEA

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 26.02
Molecular weight 121.09
XLogP 1.3
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. Barak LS, Salahpour A, Zhang X, Masri B, Sotnikova TD, Ramsey AJ, Violin JD, Lefkowitz RJ, Caron MG, Gainetdinov RR. (2008)
Pharmacological characterization of membrane-expressed human trace amine-associated receptor 1 (TAAR1) by a bioluminescence resonance energy transfer cAMP biosensor.
Mol. Pharmacol., 74 (3): 585-594. [PMID:18524885]
2. Borowsky B, Adham N, Jones KA, Raddatz R, Artymyshyn R, Ogozalek KL, Durkin MM, Lakhlani PP, Bonini JA, Pathirana S et al.. (2001)
Trace amines: identification of a family of mammalian G protein-coupled receptors.
Proc. Natl. Acad. Sci. U.S.A., 98 (16): 8966-71. [PMID:11459929]
3. Bunzow JR, Sonders MS, Arttamangkul S, Harrison LM, Zhang G, Quigley DI, Darland T, Suchland KL, Pasumamula S, Kennedy JL et al.. (2001)
Amphetamine, 3,4-methylenedioxymethamphetamine, lysergic acid diethylamide, and metabolites of the catecholamine neurotransmitters are agonists of a rat trace amine receptor.
Mol. Pharmacol., 60 (6): 1181-8. [PMID:11723224]
4. Erickson JD, Schafer MK, Bonner TI, Eiden LE, Weihe E. (1996)
Distinct pharmacological properties and distribution in neurons and endocrine cells of two isoforms of the human vesicular monoamine transporter.
Proc. Natl. Acad. Sci. U.S.A., 93 (10): 5166-71. [PMID:8643547]
5. Hu LA, Zhou T, Ahn J, Wang S, Zhou J, Hu Y, Liu Q. (2009)
Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.
Biochem. J., 424 (1): 39-45. [PMID:19725810]
6. Kleinau G, Pratzka J, Nürnberg D, Grüters A, Führer-Sakel D, Krude H, Köhrle J, Schöneberg T, Biebermann H. (2011)
Differential modulation of Beta-adrenergic receptor signaling by trace amine-associated receptor 1 agonists.
PLoS ONE, 6 (10): e27073. [PMID:22073124]
7. Lewin AH, Navarro HA, Mascarella SW. (2008)
Structure-activity correlations for beta-phenethylamines at human trace amine receptor 1.
Bioorg. Med. Chem., 16 (15): 7415-23. [PMID:18602830]
8. Liberles SD, Buck LB. (2006)
A second class of chemosensory receptors in the olfactory epithelium.
Nature, 442: 645-650. [PMID:16878137]
9. Reese EA, Bunzow JR, Arttamangkul S, Sonders MS, Grandy DK. (2007)
Trace amine-associated receptor 1 displays species-dependent stereoselectivity for isomers of methamphetamine, amphetamine, and para-hydroxyamphetamine.
J. Pharmacol. Exp. Ther., 321 (1): 178-86. [PMID:17218486]
10. Stäubert C, Böselt I, Bohnekamp J, Römpler H, Enard W, Schöneberg T. (2010)
Structural and functional evolution of the trace amine-associated receptors TAAR3, TAAR4 and TAAR5 in primates.
PLoS ONE, 5 (6): e11133. [PMID:20559446]
11. Wainscott DB, Little SP, Yin T, Tu Y, Rocco VP, He JX, Nelson DL. (2007)
Pharmacologic characterization of the cloned human trace amine-associated receptor1 (TAAR1) and evidence for species differences with the rat TAAR1.
J. Pharmacol. Exp. Ther., 320 (1): 475-85. [PMID:17038507]
12. Wolinsky TD, Swanson CJ, Smith KE, Zhong H, Borowsky B, Seeman P, Branchek T, Gerald CP. (2007)
The Trace Amine 1 receptor knockout mouse: an animal model with relevance to schizophrenia.
Genes Brain Behav., 6 (7): 628-39. [PMID:17212650]