strychnine   Click here for help

GtoPdb Ligand ID: 347

Synonyms: sanaseed | strychnin
PDB Ligand
Comment: Strychnine is a neurotoxin.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 32.78
Molecular weight 334.17
XLogP 0.56
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CC2OCC=C3C4C2C2N1c1ccccc1C12CCN(C1C4)C3
Isomeric SMILES O=C1C[C@@H]2OCC=C3[C@H]4[C@@H]2[C@@H]2N1c1ccccc1[C@]12CCN([C@H]1C4)C3
InChI InChI=1S/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+/m0/s1
1. Brockhoff A, Behrens M, Massarotti A, Appendino G, Meyerhof W. (2007)
Broad tuning of the human bitter taste receptor hTAS2R46 to various sesquiterpene lactones, clerodane and labdane diterpenoids, strychnine, and denatonium.
J Agric Food Chem, 55 (15): 6236-43. [PMID:17595105]
2. Jakubík J, Bacáková L, El-Fakahany EE, Tucek S. (1997)
Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors.
Mol Pharmacol, 52 (1): 172-9. [PMID:9224827]
3. Lazareno S, Birdsall NJ. (1995)
Detection, quantitation, and verification of allosteric interactions of agents with labeled and unlabeled ligands at G protein-coupled receptors: interactions of strychnine and acetylcholine at muscarinic receptors.
Mol Pharmacol, 48 (2): 362-78. [PMID:7651370]
4. Meyerhof W, Batram C, Kuhn C, Brockhoff A, Chudoba E, Bufe B, Appendino G, Behrens M. (2010)
The molecular receptive ranges of human TAS2R bitter taste receptors.
Chem Senses, 35 (2): 157-70. [PMID:20022913]
5. Tränkle C, Weyand O, Voigtländer U, Mynett A, Lazareno S, Birdsall NJ, Mohr K. (2003)
Interactions of orthosteric and allosteric ligands with [3H]dimethyl-W84 at the common allosteric site of muscarinic M2 receptors.
Mol Pharmacol, 64 (1): 180-90. [PMID:12815174]