luteolin   Click here for help

GtoPdb Ligand ID: 5215

PDB Ligand Antimalarial Ligand
Comment: Luteolin is a flavone, a type of flavonoid, naturally occuring in a variety of plants. It has antimalarial activity, inhibiting the growth of P. falciparum during the intraerythrocytic stages of the parasite's lifecycle [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 4
Rotatable bonds 1
Topological polar surface area 111.13
Molecular weight 286.05
XLogP 3.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O
Isomeric SMILES Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O
InChI InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChI Key IQPNAANSBPBGFQ-UHFFFAOYSA-N
Whole organism assay data
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MOA/likely target Sp. Assay description Type Action Value Parameter Concentration range (M) Reference
Unknown MOA Pf3D7 Parasite growth inhibition assay - - 5.0 pIC50 - 1
pIC50 5.0 (IC50 1.1x10-5 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Unknown MOA Pf7G8 Parasite growth inhibition assay - - 4.9 pIC50 - 1
pIC50 4.9 (IC50 1.2x10-5 M) [3H]-hypoxanthine incorporation [1]
Lifecycle stages: Plasmodium asexual blood stage (erythrocytic merozoite, trophozoite, erythrocytic schizont)
Ligand mentioned in the following text fields