(-)-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)
- CAS NO.:130405-40-2
- Empirical Formula: C22H18O10
- Molecular Weight: 442.37
- MDL number: MFCD00214258
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:02:56
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) |
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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