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
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
Database Links Click here for help
BitterDB Ligand 909
CAS Registry No. 60-82-2 (source: Scifinder)
ChEBI CHEBI:17276
ChEMBL Ligand CHEMBL45068
DrugBank Ligand DB07810
GtoPdb PubChem SID 178101102
PubChem CID 4788
RCSB PDB Ligand G50
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Wikipedia Phloretin