phloretin   Click here for help

GtoPdb Ligand ID: 4285

PDB Ligand
Comment: Found in apple tree leaves and in the Manchurian apricot. Another naturally occuring organic molecule, phlorizin, which is found in the bark of several types of fruit tree, is converted into phloretin in the body by hydrolytic enzymes.
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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 4
Topological polar surface area 97.99
Molecular weight 274.08
XLogP 2.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc(cc1)CCC(=O)c1c(O)cc(cc1O)O
Isomeric SMILES Oc1ccc(cc1)CCC(=O)c1c(O)cc(cc1O)O
InChI InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
InChI Key VGEREEWJJVICBM-UHFFFAOYSA-N
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ClC-3 Hs Channel blocker - 4.5 pIC50 -
pIC50 4.5 (IC50 3x10-5 M)
AQP9 Hs Inhibitor - - - -
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Sodium-dependent vitamin C transporter 1 Hs Inhibitor Inhibition 4.2 pKi - 2
pKi 4.2 (Ki 6.5x10-5 M) [2]
major facilitator superfamily domain containing 4B Rn Inhibitor Inhibition - - - 1
[1]
Ligand mentioned in the following text fields