picrotoxinin   

GtoPdb Ligand ID: 2291

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 85.36
Molecular weight 292.09
XLogP -0.47
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(=C)C1C2OC(=O)C1C1(C3(C2OC(=O)C23C(C1)O2)C)O
Isomeric SMILES CC(=C)[C@@H]1[C@H]2OC(=O)[C@@H]1[C@]1([C@]3([C@@H]2OC(=O)[C@]23[C@@H](C1)O2)C)O
InChI InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1
InChI Key PIMZUZSSNYHVCU-YKWPQBAZSA-N
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Glycine Receptor (All subtypes) N/A Subunit-specific Inhibition - - < 1x10-6 2,5
Conc range: < 1x10-6 M α2, α3 > α1 >> α1β, α2β ,α3β [2,5]
glycine receptor α2 subunit Hs Channel blocker - 6.4 pIC50 -
pIC50 6.4 (IC50 4.1x10-7 M)
glycine receptor α3 subunit Hs Channel blocker - 6.4 pIC50 -
pIC50 6.4 (IC50 4.3x10-7 M)
glycine receptor α1 subunit Hs Channel blocker - 5.3 pIC50 -
pIC50 5.3 (IC50 5.1x10-6 M)
5-HT3A Hs Channel blocker - 5.0 pIC50 - 3
pIC50 5.0 (IC50 1.1x10-5 M) [3]
Glycine Receptor (All subtypes) Hs Channel blocker - 4.6 – 5.3 pIC50 - 1-2,5
pIC50 4.6 – 5.3 [1-2,5]
glycine receptor β subunit Hs Channel blocker - 4.6 – 5.1 pIC50 -
pIC50 5.1 (IC50 8.9x10-6 M) when co-expressed with the α3 subunit
pIC50 4.6 (IC50 2.7x10-5 M) when co-expressed with the α1 subunit
5-HT3AB Hs Channel blocker - 4.2 pIC50 - 4
pIC50 4.2 (IC50 6.3x10-5 M) [4]
Ligand mentioned in the following text fields