CAS 4233-96-9|(-)-Gallocatechin gallate
Introduction：Basic information about CAS 4233-96-9|(-)-Gallocatechin gallate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| 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 | / |
| MSDS | ChineseUSA | Flash Point | 320.0±27.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | (-)-Gallocatechin gallate |
|---|---|
| Synonym | More Synonyms |
(-)-Gallocatechin gallate BiologicalActivity
| Description | (-)-Gallocatechin gallate is the polyphenol isolated from tea, with cancer-preventive activities. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Flavonoids |
| 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 |
| InChIKey | WMBWREPUVVBILR-NQIIRXRSSA-N |
| SMILES | O=C(OC1Cc2c(O)cc(O)cc2OC1c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1 |
| Storage condition | 2-8°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
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 |
|---|---|
| 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 |
