parthenolide   Click here for help

GtoPdb Ligand ID: 12428

Synonyms: (-)-Parthenolide
PDB Ligand
Comment: Parthenolide is an active component of Feverfew (Tanacetum parthenium).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 38.83
Molecular weight 248.32
XLogP 2.45
No. Lipinski's rules broken 0
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Canonical SMILES C/C/1=C\CC[C@]2(C)[C@@H]([C@@H]3[C@@H](CC1)C(=C)C(=O)O3)O2
Isomeric SMILES C/C/1=C\CC[C@@]2([C@H](O2)[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C
InChI InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TAS2R14 Hs Agonist Agonist 5.0 pEC50 - 2
pEC50 5.0 (EC50 1.027x10-5 M) [2]
TAS2R8 Hs Agonist Agonist - - - 1
Description: Threshold=100 μM