epigallocatechin   Click here for help

GtoPdb Ligand ID: 12461

Synonyms: (-)-EGC | (-)-Epigallocatechin
PDB Ligand
Compound class: Natural product
Comment: Epigallocatechin is a naturally occurring plant-derived compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 6
Rotatable bonds 1
Topological polar surface area 130.61
Molecular weight 306.27
XLogP 0.93
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES C1=C(C(=C(C=C1[C@@H]2[C@@H](CC3=C(C=C(C=C3O)O)O2)O)O)O)O
Isomeric SMILES C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
InChI InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
InChI Key XMOCLSLCDHWDHP-IUODEOHRSA-N
References
1. Narukawa M, Noga C, Ueno Y, Sato T, Misaka T, Watanabe T. (2011)
Evaluation of the bitterness of green tea catechins by a cell-based assay with the human bitter taste receptor hTAS2R39.
Biochem Biophys Res Commun, 405 (4): 620-5. [PMID:21272567]