picrotoxin   Click here for help

GtoPdb Ligand ID: 4051

Compound class: Natural product or derivative
Comment: Picrotoxin (C30H34O13) is an equimolar mixture of two compounds, picrotoxinin (C15H16O6) and picrotin (C15H18O7).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CC(=C)C1C2OC(=O)C1C1(C3(C2OC(=O)C23C(C1)O2)C)O.O=C1OC2C(C1C1(O)CC3C4(C1(C2OC4=O)C)O3)C(O)(C)C
Isomeric SMILES CC(=C)[C@@H]1C2OC(=O)C1[C@]1([C@]3([C@@H]2OC(=O)[C@]23C(C1)O2)C)O.O=C1OC2[C@H](C1[C@]1(O)C[C@@H]3[C@]4([C@@]1([C@@H]2OC4=O)C)O3)C(O)(C)C
InChI InChI=1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3/t5-,6+,7?,8?,9-,13-,14-,15+;6?,7-,8?,9?,10+,13+,14+,15-/m10/s1
InChI Key VJKUPQSHOVKBCO-ZTYBEOBUSA-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 α2 subunit Hs Channel blocker - 5.6 pIC50 -
⤷ pIC50 5.6 (IC50 2.3x10-6 M)
glycine receptor α1 subunit Hs Channel blocker - 5.2 pIC50 -
⤷ pIC50 5.2 (IC50 6.3x10-6 M)
5-HT3A Mm Channel blocker - 4.4 – 4.5 pIC50 - 1-2
⤷ pIC50 4.4 – 4.5 [1-2]
glycine receptor β subunit Hs Channel blocker - 3.7 – 4.5 pIC50 -
⤷ pIC50 4.5 (IC50 2.97x10-5 M) when co-expressed with the α2 subunit
pIC50 3.7 (IC50 2.19x10-4 M) when co-expressed with the α1 subunit
5-HT3AB Mm Channel blocker - 2.9 pIC50 - 2-3
⤷ pIC50 2.9 [2-3]
GABAA receptor α1 subunit Primary target of this compound Hs Channel blocker - - - -
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GABAA receptor α2 subunit Primary target of this compound Hs Channel blocker - - - -
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GABAA receptor α3 subunit Hs Channel blocker - - - -
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GABAA receptor α4 subunit Hs Channel blocker - - - -
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GABAA receptor α5 subunit Hs Channel blocker - - - -
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GABAA receptor α6 subunit Hs Channel blocker - - - -
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GABAA receptor β1 subunit Hs Channel blocker - - - -
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GABAA receptor β2 subunit Hs Channel blocker - - - -
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GABAA receptor β3 subunit Hs Channel blocker - - - -
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GABAA receptor γ1 subunit Hs Channel blocker - - - -
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GABAA receptor γ2 subunit Hs Channel blocker - - - -
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GABAA receptor γ3 subunit Hs Channel blocker - - - -
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GABAA receptor δ subunit Hs Channel blocker - - - -
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GABAA receptor ε subunit Hs Channel blocker - - - -
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GABAA receptor θ subunit Hs Channel blocker - - - -
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GABAA receptor π subunit Hs Channel blocker - - - -
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GABAA receptor ρ1 subunit Hs Channel blocker - - - -
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GABAA receptor ρ2 subunit Hs Channel blocker - - - -
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GABAA receptor ρ3 subunit Hs Channel blocker - - - -
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glycine receptor α3 subunit Hs Channel blocker - - - -
⤷ block is weaker when β subunit is co-expressed
Ligand mentioned in the following text fields
5-HT3 receptors comments
Glycine receptors comments