isoprenaline   Click here for help

GtoPdb Ligand ID: 536

Synonyms: isoproterenol | Isuprel® | Medihaler-Iso®
Approved drug
isoprenaline is an approved drug
Compound class: Synthetic organic
Comment: Isoprenaline is a β-adrenoceptor agonist drug.
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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 4
Topological polar surface area 72.72
Molecular weight 211.12
XLogP 1.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(NCC(c1ccc(c(c1)O)O)O)C
Isomeric SMILES CC(NCC(c1ccc(c(c1)O)O)O)C
InChI InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3
InChI Key JWZZKOKVBUJMES-UHFFFAOYSA-N
References
1. Baker JG. (2010)
The selectivity of beta-adrenoceptor agonists at human beta1-, beta2- and beta3-adrenoceptors.
Br J Pharmacol, 160 (5): 1048-61. [PMID:20590599]
2. Baker JG, Hall IP, Hill SJ. (2002)
Pharmacological characterization of CGP 12177 at the human beta(2)-adrenoceptor.
Br J Pharmacol, 137 (3): 400-8. [PMID:12237261]
3. 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 USA, 85 (24): 9494-8. [PMID:2849109]
4. 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 (2): 151-9. [PMID:14730417]
5. Molenaar P, Sarsero D, Arch JR, Kelly J, Henson SM, Kaumann AJ. (1997)
Effects of (-)-RO363 at human atrial beta-adrenoceptor subtypes, the human cloned beta 3-adrenoceptor and rodent intestinal beta 3-adrenoceptors.
Br J Pharmacol, 120 (2): 165-76. [PMID:9117106]
6. Méjean A, Guillaume JL, Strosberg AD. (1995)
Carazolol: a potent, selective beta 3-adrenoceptor agonist.
Eur J Pharmacol, 291 (3): 359-66. [PMID:8719421]
7. Popp BD, Hutchinson DS, Evans BA, Summers RJ. (2004)
Stereoselectivity for interactions of agonists and antagonists at mouse, rat and human beta3-adrenoceptors.
Eur J Pharmacol, 484 (2-3): 323-31. [PMID:14744619]
8. Sato Y, Kurose H, Isogaya M, Nagao T. (1996)
Molecular characterization of pharmacological properties of T-0509 for beta-adrenoceptors.
Eur J Pharmacol, 315 (3): 363-7. [PMID:8982677]
9. Strosberg AD. (1997)
Structure and function of the beta 3-adrenergic receptor.
Annu Rev Pharmacol Toxicol, 37: 421-50. [PMID:9131260]