epicatechin gallate   Click here for help

GtoPdb Ligand ID: 12462

Synonyms: (-)-Epicatechin gallate | (-)-Epicatechin-3-O-gallate | epicatechin monogallate | L-Epicatechin gallate
Compound class: Natural product
Comment: Epicatechin gallate 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 10
Hydrogen bond donors 7
Rotatable bonds 4
Topological polar surface area 177.14
Molecular weight 442.37
XLogP 2.37
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES C1=C(C=C(C(=C1)O)O)[C@@H]2[C@@H](CC3=C(C=C(C=C3O)O)O2)OC(=O)C4=CC(=C(C(=C4)O)O)O
Isomeric SMILES C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
InChI InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1
InChI Key LSHVYAFMTMFKBA-TZIWHRDSSA-N
Classification Click here for help
Compound class Natural product
Synonyms Click here for help
(-)-Epicatechin gallate | (-)-Epicatechin-3-O-gallate | epicatechin monogallate | L-Epicatechin gallate
Database Links Click here for help
Specialist databases
GPCRdb Ligand epicatechin gallate
Other databases
BindingDB Ligand 50153015
ChEBI CHEBI:70255
ChEMBL Ligand CHEMBL36327
GtoPdb PubChem SID 479821252
LIPID MAPS LMPK12020090
PubChem CID 107905
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UniChem Connectivity Search for chemical match using the InChIKey LSHVYAFMTMFKBA-TZIWHRDSSA-N