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
References
1. Horiba N, Masuda S, Takeuchi A, Takeuchi D, Okuda M, Inui K. (2003)
Cloning and characterization of a novel Na+-dependent glucose transporter (NaGLT1) in rat kidney.
J Biol Chem, 278 (17): 14669-76. [PMID:12590146]
2. Tsukaguchi H, Tokui T, Mackenzie B, Berger UV, Chen XZ, Wang Y, Brubaker RF, Hediger MA. (1999)
A family of mammalian Na+-dependent L-ascorbic acid transporters.
Nature, 399 (6731): 70-5. [PMID:10331392]