(-)-adrenaline

Ligand id: 479

Name: (-)-adrenaline

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: adrenaline

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 72.72
Molecular weight 183.09
XLogP -0.07
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

References
1. 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]
2. Frielle T, Daniel KW, Caron MG, Lefkowitz RJ. (1988)
Structural basis of beta-adrenergic receptor subtype specificity studied with chimeric beta 1/beta 2-adrenergic receptors.
Proc Natl Acad Sci U S A85: 9494-9498. [PMID:2849109]
3. Hoffmann C, Leitz MR, Oberdorf-Maass S, Lohse MJ, Klotz KN. (2004)
Comparative pharmacology of human beta-adrenergic receptor subtypes - characterization of stably transfected receptors in CHO cells.
Naunyn Schmiedebergs Arch Pharmacol.369: 151-159. [PMID:14730417]
4. Horie K, Obika K, Foglar R, Tsujimoto G. (1995)
Selectivity of the imidazoline alpha-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned alpha 1-adrenoceptor subtypes.
Br. J. Pharmacol.116 (1): 1611-8. [PMID:8564227]
5. January B, Siebold A, Whaley B, Hiplin RW, Lin D, Schonbrunn A, Barber R, Clark RB. (1997)
beta(2)-adrenergic receptor desensitization, internalization and phosphorylation in response to full and partial agonists.
J Biol Chem272: 23871-23879. [PMID:9295336]
6. Jasper JR, Lesnick JD, Chang LK, Yamanishi SS, Chang TK, Hsu SAO, Daunt DA, Bonhaus DW, Eglen RM. (1998)
Ligand efficacy and potency at recombinant alpha 2 adrenergic receptors - Agonist-mediated [35S]GTPgammaS binding.
Biochem Pharmacol.55: 1035-1043. [PMID:9605427]
7. Minneman KP, Theroux TL, Hollinger S, Han C, Esbenshade TA. (1994)
Selectivity of agonists for cloned α1-adrenergic receptor subtypes.
Mol. Pharmacol.46: 929-936. [PMID:7969082]
8. Pihlavisto M, Sjöholm B, Scheinin M, Wurster S. (1998)
Modulation of agonist binding to recombinant human alpha-2 adrenoceptors by sodium ions.
Biochim Biophys Acta Mol Cell Res.1448: 135-146. [PMID:9824686]
9. Shibata K, Foglar R, Horie K, Obika K, Sakamoto A, Ogawa S, Tsujimoto G. (1995)
KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues.
Mol. Pharmacol.48: 250-258. [PMID:7651358]