UFM24   Click here for help

GtoPdb Ligand ID: 9878

Immunopharmacology Ligand
Comment: UFM24 is a flavone extracted from the Annonaceae Uvaria flexuosa [2]. It exhibits anti-inflammatory effects that are mediated by inhibition of PDE4 cAMP phosphodiesterases in neutrophils. The anti-inflammatory activities (inhibition of superoxide anion generation and elastase release from human neutrophils in response to fMLP) of seco-cyclohexenes and cyclohexenes isolated from Uvaria flexuosa leaves are reported by Hsu et al. (2016) [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 1
Rotatable bonds 3
Topological polar surface area 68.9
Molecular weight 298.08
XLogP 4.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1cc2oc(cc(=O)c2c(c1O)OC)c1ccccc1
Isomeric SMILES COc1cc2oc(cc(=O)c2c(c1O)OC)c1ccccc1
InChI InChI=1S/C17H14O5/c1-20-14-9-13-15(17(21-2)16(14)19)11(18)8-12(22-13)10-6-4-3-5-7-10/h3-9,19H,1-2H3
InChI Key YLSUKCVZCXUJBF-UHFFFAOYSA-N
Bioactivity Comments
IUFM24 is selectively inhibits PDE4 isozymes compared to PDE3 and PDE7 enzymes that are also found in human neutrophils [2]. UFM24 has shown in vivo anti-inflammatory efficacy in modulating neutrophilic lung inflammation [2].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphodiesterase 4C Hs Inhibitor Inhibition 5.8 pIC50 - 2
pIC50 5.8 (IC50 1.75x10-6 M) [2]
Description: Inhibition of PDE4C1 activity in vitro.
phosphodiesterase 4D Hs Inhibitor Inhibition 5.4 pIC50 - 2
pIC50 5.4 (IC50 3.53x10-6 M) [2]
Description: Inhibition of PDE4D2 activity in vitro.
phosphodiesterase 4A Hs Inhibitor Inhibition 5.1 pIC50 - 2
pIC50 5.1 (IC50 7.51x10-6 M) [2]
Description: Inhibition of PDE4A1A activity in vitro.
phosphodiesterase 4B Hs Inhibitor Inhibition 5.1 pIC50 - 2
pIC50 5.1 (IC50 8.58x10-6 M) [2]
Description: Inhibition of PDE4B2 activity in vitro.