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].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
Database Links Click here for help
BitterDB Ligand 874
CAS Registry No. 491-70-3
ChEBI CHEBI:15864
ChEMBL Ligand CHEMBL151
GtoPdb PubChem SID 178101900
PubChem CID 5280445
RCSB PDB Ligand LU2
Search Google for chemical match using the InChIKey IQPNAANSBPBGFQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IQPNAANSBPBGFQ
Search UniChem for chemical match using the InChIKey IQPNAANSBPBGFQ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone IQPNAANSBPBGFQ
Wikipedia Luteolin

Product suppliers

View disclaimer

Tocris
Luteolin
Cat. No. 2874