Theaflavin 3,3'-di-O-gallate

Names

[ Name ]:
Theaflavin 3,3'-di-O-gallate

[Synonym ]:
8-Gingerol
(3,4,5-Trihydroxy-6-oxo-6H-benzo[7]annulene-1,8-diyl)bis[(2R,3R)-5,7-dihydroxy-3,4-dihydro-2H-chromene-2,3-diyl] bis(3,4,5-trihydroxybenzoate)
theaflavin 3,3'-O-digallate
Theaflavin-3,3'-digallate
theaflavin-3,3'-di-O-gallate
theaflavin 3,3'-gallate
Benzoic acid, 3,4,5-trihydroxy-, (3,4,5-trihydroxy-6-oxo-6H-benzocycloheptene-1,8-diyl)bis[(2R,3R)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-2,3-diyl] ester
Theaflavin digallate
TF-3
Theaflavin 3,3'-digallate

Biological Activity

[Description]:

Theaflavin 3,3'-digallate (TF3), the typical pigment in black tea, is a good antitumor agent. Theaflavin 3,3'-digallate is generally regarded as the effective component for the inhibitory effects against carcinogenesis without adverse side effects by affecting multiple signal transduction pathways, such as upregulating p53 and p21, inhibiting phosphorylation of the cell survival protein Akt and MAPK pathway, downregulation of NF-κB, shifting the ratio between pro-/antiapoptotic proteins. Theaflavin 3,3'-digallate causes a rapid and sustained decrease in phospho-ERK1/2 and -MEK1/2 protein expression. Theaflavin 3,3'-digallate inhibits HCT116 cell growth with an IC50 of 17.26 μM[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> MAPK/ERK Pathway >> MEK

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

Signaling Pathways >> MAPK/ERK Pathway >> ERK

Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

Akt

NF-κB

MEK1

MEK2

ERK1

ERK2

[References]

[1]. Ding Y, et al. Pre-treated theaflavin-3,3'-digallate has a higher inhibitory effect on the HCT116 cell line. Food Nutr Res. 2017 Nov 15;61(1):1400340.

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Boiling Point ]:
1324.7±65.0 °C at 760 mmHg

[ Melting Point ]:
226-230℃

[ Molecular Formula ]:
C₄₃H₃₂O₂₀

[ Molecular Weight ]:
868.702

[ Flash Point ]:
402.9±27.8 °C

[ Exact Mass ]:
868.148682

[ PSA ]:
351.12000

[ LogP ]:
3.88

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.908

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29329990

Precursor & DownStream

Precursor

DownStream

Articles

Randomized clinical trial of brewed green and black tea in men with prostate cancer prior to prostatectomy.

Prostate 75(5) , 550-9, (2015)

Preclinical and epidemiologic studies suggest chemopreventive effects of green tea (GT) and black tea (BT) in prostate cancer. In the current study we determined the effect of GT and BT consumption on...