(-)-CATECHIN GALLATE Chemical Properties

Melting point:

248-251 °C (decomp)

Boiling point:

861.7±65.0 °C(Predicted)

Density 

1.80±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Ethanol (Slightly)

form 

Solid

pka

7.75±0.25(Predicted)

color 

Pale Yellow to Light Red

InChIKey

LSHVYAFMTMFKBA-CTNGQTDRSA-N

LogP

2.670 (est)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29329990

(-)-CATECHIN GALLATE Usage And Synthesis

Uses

A major component of green tea, is a dual phosphoinositide-3-kinase/mTOR inhibitor.

Uses

(?)-Catechin gallate has been used:

• to examine the potency of catechins containing galloyl moiety in inhibiting the activity of human immunodeficiency virus-1 (HIV-1)integrase
• to analyze the anti-oxidant and anti-viral properties of Pseudopiptadenia contorta and the commercial quebracho extracts in a herpes simplex virus type 1 strain, resistant to acyclovir
• to study the effects of polyphenols on the biochemistry of human spermatozoa and the associated limitations of their use in gamete preservation

Definition

ChEBI: (-)-catechin-3-O-gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-catechin. It has a role as a metabolite. It is a gallate ester, a polyphenol and a member of flavans. It is functionally related to a (-)-catechin and a gallic acid. It is an enantiomer of a (+)-catechin-3-O-gallate.

General Description

(?)-Catechin gallate belongs to a class of polyphenol compounds that are formed when catechins in green tea undergo epimerization on heat treatment. It is a naturally occurring flavanol catechin having a galloyl moiety.

Biochem/physiol Actions

Antioxidant constituent of green tea. At μM concentrations, it inhibits VEGF-induced tyrosine phosphorylation. It also inhibits aromatase activity, an enzyme that converts androgens to estrogen and is thought to play a role in the etiology of breast cancer.

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