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HomeProduct name list(-)-CATECHIN GALLATE

(-)-CATECHIN GALLATE

Synonym(s):(−)-Catechin gallate;(2S,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)

(-)-CATECHIN GALLATE Structural

What is (-)-CATECHIN GALLATE?

The Uses of (-)-CATECHIN GALLATE

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

The Uses of (-)-CATECHIN GALLATE

(?)-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

What are the applications of Application

(?)-Catechin gallate is an inhibitor of VEGF-induced tyrosine phosphorylation

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.

Properties of (-)-CATECHIN GALLATE

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

Safety information for (-)-CATECHIN GALLATE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (-)-CATECHIN GALLATE

InChIKey LSHVYAFMTMFKBA-CTNGQTDRSA-N

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