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(-)-Gallocatechin gallate

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(-)-Gallocatechin gallate Basic information

Product Name:
(-)-Gallocatechin gallate
Synonyms:
  • Gallocatechin gallat
  • (-)-gallocatecholgallate
  • (2s-trans)-henyl)-2h-1-benzopyran-3-yleste
  • Gallic acid, catechin gallate
  • Glicentin-related polypeptide
  • ()-Gallocatechin gallate, >=99%
  • (2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate)
  • (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1
CAS:
4233-96-9
MF:
C22H18O11
MW:
458.37
EINECS:
636-979-1
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • Catechins & Tannins
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
4233-96-9.mol
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(-)-Gallocatechin gallate Chemical Properties

Melting point:
>179oC (dec.)
Boiling point:
909.1±65.0 °C(Predicted)
Density 
1.90±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
7.75±0.25(Predicted)
form 
Solid
color 
Off-White to Pale Brown
biological source
green tea
LogP
2.080 (est)
CAS DataBase Reference
4233-96-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-26/36
WGK Germany 
3
RTECS 
DH9000000
HS Code 
29329990

MSDS

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(-)-Gallocatechin gallate Usage And Synthesis

Uses

(-)-Gallocatechin Gallate is a catechins found in green tea that has shown to suppress the activity of cytochrome P 450 1A1.

Definition

ChEBI: (-)-gallocatechin gallate is a gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (-)-gallocatechin. A natural product found in found in green tea. It has a role as an EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor, a human xenobiotic metabolite, an antineoplastic agent and a plant metabolite. It is a gallate ester, a polyphenol and a catechin. It is functionally related to a (-)-gallocatechin and a gallic acid. It is an enantiomer of a (+)-gallocatechin gallate.

Biological Activity

Tea catechins like (-)-Gallocatechin gallate are known to have antiviral, antioxidative, antimutagenic and antiobesity activities. It exhibits human immunodeficiency virus-1 (HIV-1) integrase inhibitory activity by disturbing the interaction between the human immunodeficiency virus-1 (HIV-1) integrase and virus DNA. GCG also shows impeding effect on the release of vero toxins (VTs) by enterohemorrhagic Escherichia coli. It displays an inhibitory effect on cholesterol absorption and is reported to be more effective than tea catechins in lowering plasma cholesterol, thus preventing atherosclerosis.

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