| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H18O11 |
| Molecular Weight | 458.3717 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C4=CC(O)=C(O)C(O)=C4)C(O)=C1
InChI
InChIKey=WMBWREPUVVBILR-NQIIRXRSSA-N
InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1
(-)-Gallocatechin gallate 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. It is supposed that the drug may act by inhibiting Bcl family of proteins. It has been reported to inhibit HIV-1 replication by targeting several steps in HIV-1 life cycle. (-)-Gallocatechin gallate (in combination with other catechins) caused the hypocholesterolemic effect in rats.
Approval Year
PubMed
Patents
Sample Use Guides
Rats were administered the emulsion of heat-epimerized catechins at the concentration of 120 mg in 3 ml (the mixture contains 7.7% (-)-catechin gallate, 7.29% (-)-epicatechin gallate, 24.1% (-)-gallocatechin gallate and 20.9% (-)-epigallocatechin gallate).
Route of Administration:
Other
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 (-)-gallocatechin gallate for 48 h. The drug gave 97% inhibition of growth of breast cells, at 50-uM concentration. At 50-uM concentrations, it was the most effective against colon cells and inhibited proliferation at 93%. It gave 67% inhibition of the growth of the lung cells, at 50-uM concentrations. At 100-uM concentrations, total growth inhibition of SF-268 cells was obtained with (-)-gallocatechin gallate.
SUBSTANCE RECORD
