(-)-Gallocatechin gallate

Modify Date: 2024-01-02 18:02:52

(-)-Gallocatechin gallate Structure
(-)-Gallocatechin gallate structure
Common Name (-)-Gallocatechin gallate
CAS Number 4233-96-9 Molecular Weight 458.372
Density 1.9±0.1 g/cm3 Boiling Point 909.1±65.0 °C at 760 mmHg
Molecular Formula C22H18O11 Melting Point N/A
MSDS Chinese USA Flash Point 320.0±27.8 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of (-)-Gallocatechin gallate


(-)-Gallocatechin gallate is the polyphenol isolated from tea, with cancer-preventive activities.

 Names

Name (-)-Gallocatechin gallate
Synonym More Synonyms

 (-)-Gallocatechin gallate Biological Activity

Description (-)-Gallocatechin gallate is the polyphenol isolated from tea, with cancer-preventive activities.
Related Catalog
In Vitro The amount of (-)-Gallocatechin gallate does not differ in leaves of different stages, and the content is relatively low[1]. (−)-gallocatechin gallate in combination with active catechins ((−)-epigallocatechin gallate) has synergistic effects on the induction of apoptosis and inhibition of cell growth for PC-9 cells. (−)-gallocatechin gallate shows inhibitory effect on α-Glucosidase and DPPH, with IC50s of 30.2 μM and 12.2 μg/mL[2].
Cell Assay Cell viability is examined by measuring the capability of cells to metabolize MTT to a purple formazan dye. Human liver cancer HepG2 cells are maintained in DMEM medium supplemented with 10% fetal bovine serum, 100 units/mL penicillin, and 50 units/mL streptomycin at 37°C in a humidified incubator with 5% CO2 atmosphere. Cells are seeded in 96-well tissue culture plates for 24 h and then incubated with the tested compounds at different concentrations for 72 h. After incubation, 25 μL MTT in 5 mg/mL PBS is added and incubated for 4 h. The medium is aspirated and replaced with 150 μL dimethyl sulfoxide (DMSO) to dissolve the formazan salt. The color intensity of the formazan solution, which reflects the cell growth condition, is measured at 570 nm using a microplate spectrophotometer.
References

[1]. Zhang LQ, et al. Accumulation of catechins and expression of catechin synthetic genes in Camellia sinensis at different developmental stages. Bot Stud. 2016 Dec;57(1):31.

[2]. Zhou H, et al. C-geranylated flavanones from YingDe black tea and their antioxidant and α-glucosidase inhibition activities. Food Chem. 2017 Nov 15;235:227-233.

 Chemical & Physical Properties

Density 1.9±0.1 g/cm3
Boiling Point 909.1±65.0 °C at 760 mmHg
Molecular Formula C22H18O11
Molecular Weight 458.372
Flash Point 320.0±27.8 °C
Exact Mass 458.084900
PSA 197.37000
LogP 2.08
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.857
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH9000000
CHEMICAL NAME :
Benzoic acid, 3,4,5-trihydroxy-, 3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- 2H-1-benzopyran-3-yl ester, (2S-trans)-
CAS REGISTRY NUMBER :
4233-96-9
LAST UPDATED :
199712
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C22-H18-O11
MOLECULAR WEIGHT :
458.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #93-944

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DH9000000

 Articles11

More Articles
Identification and quantification of phytochemicals in nutraceutical products from green tea by UHPLC-Orbitrap-MS.

Food Chem. 173 , 607-18, (2014)

A method has been developed and validated for the simultaneous detection and quantification of phytochemicals in nutraceutical products obtained from green tea. For that purpose, ultra-high performanc...

An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds.

J. Nat. Prod. 73 , 1193-5, (2010)

Antioxidants scavenge free radicals, singlet oxygen, and electrons in cellular redox reactions. The yellow MTT [3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide] is reduced to a purple fo...

Comparative proteomic analysis using 2DE-LC-MS/MS reveals the mechanism of Fuzhuan brick tea extract against hepatic fat accumulation in rats with nonalcoholic fatty liver disease.

Electrophoresis 36 , 2002-16, (2015)

Fuzhuan brick tea has received increasing attention in recent years owing to its benefits for nonalcoholic fatty liver disease (NAFLD) and associated metabolic syndrome. For exploring the ameliorative...

 Synonyms

Benzoic acid, 3,4,5-trihydroxy-, (2S,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
(−)-Gallocatechin gallate
(-)-Gallocatechin gallate
(2S,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Gallocatechin gallate
MFCD00214298
GCG
[(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
(-)-Gallocatechin 3-O-gallate
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