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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H14O7
Molecular Weight 306.2675
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPIGALLOCATECHIN

SMILES

O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C3=CC(O)=C(O)C(O)=C3

InChI

InChIKey=XMOCLSLCDHWDHP-IUODEOHRSA-N
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

HIDE SMILES / InChI

Description

(-)-Epigallocatechin is a polyphenol, which occurs naturally in various plants, including green tea leaves. The compound was shown to have anti-cancer activity in vitro, with breast cancer, lung cancer, and colon cancer cells. The commercial preparation of Polyphenon E contains about 3% (-)-epigallocatechin as an impurity.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a clinical trial, patients were given 1, 2, 3 or 4 capsules (1 capsule contains 37 mg (-)-epigallocatechin).
Route of Administration: Oral
In Vitro Use Guide
In a cell growth assay, human tumor cell lines MCF-7, SF-268, HCT-116 and NCI-H460 were treated with 100, 50, 25, 12.5, and 6.25 uM of (-)-epigallocatechin for 48 h. At concentration of 50 uM, the drug gave 50%, 10%, 60% and 40% inhibition of growth of breast, CNS, colon, and lung cancer cells, respectively.