CAS Number130405-40-2
Synonyms(−)-Catechin gallate; (2S,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate; MFCD00214258; (2S,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate; [(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Molecular FormulaC22H18O10
Molecular Weight442.37
Purity≥98 (HPLC)%
Density1.8±0.1 g/cm3
Boiling Point861.7±65.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 130405-40-2 |
| Catalog No. | 2A-9052044 |
| Chinese Name | (-)-没食子酸儿茶素酯；儿茶素没食子酸酯 |
| Synonyms | (−)-Catechin gallate; (2S,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate; MFCD00214258; (2S,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate; [(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
| Molecular Formula | C22H18O10 |
| Molecular Weight | 442.37 |
| Purity | ≥98 (HPLC) |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 861.7±65.0 °C at 760 mmHg |
| Appearance | powder |
| Storage Condition | Sealed, store at 2 ºC -8 ºC |
| Application | (-)-Catechin gallate is a trace component of green tea catechin. (-)-Catechin gallate inhibits COX-1 and COX-2 activity. |
| PubChem ID | 57653978 |
| MDL Number | MFCD00214258 |
| SMILES | Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](Oc2c1)c4ccc(O)c(O)c4 |
| InChI | 1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1 |
| InChI Key | LSHVYAFMTMFKBA-CTNGQTDRSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352205 |
| Hazard Symbols | transportation |
| MSDS | msds/52044_1_130405_40_2.pdf |
| Bioactivity | (-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes. Related Catalog Research Areas >> Cancer Natural Products >> Flavonoids Target COX-1 COX-2 In Vitro (-)-Catechin gallate (CG) directly interacts with DNA oligomers and inhibits the activity of COX-1 and COX-2 enzymes, the gene expression of matrix metalloproteinase-9 in macrophage-differentiated HL-60 myeloid leukemia cells, the adipocyte uptake of glucose by the transporter, GLUT4, and the activities of various proteasomes, i.e., the multicatalytic proteases responsible for the degradation of most cellular proteins. The relative cytotoxicities of a 3-day exposure to (-)-Catechin gallate are determined for cancerous CAL27 and HSG cells, immortalized epithelioid S-G cells, and normal HGF-1 gingival fibroblasts. The concentration at which toxicity (P≤0.01) initially occur is 25 μM (-)-Catechin gallate for S-G cells, 50 μM (-)-Catechin gallate for CAL27 cells, 62.5 μM (-)-Catechin gallate for HSG cells and 75 μM (-)-Catechin gallate for HGF-1 fibroblasts. The calculated neutral red (NR50) values for a 3-day exposure to (-)-Catechin gallate are 58 μM for S-G cells, 62 μM for CAL27 cells, 90 μM for HSG cells and 132 μM for HGF-1 fibroblasts[1]. Cell Assay Human tongue squamous carcinoma (CAL27) cells and human salivary gland carcinoma (HSG) cells are used. Individual wells of a 96-well microtiter tissue culture plate are inoculated with 0.2 mL of the growth medium containing 2×104 cells/well for a 1-day exposure, 1.5×104 cells/ well for a 2-day exposure and 1×104 cells/well for a 3-day exposure to the test agents. After 1 day of incubation, the growth medium is removed and replaced with exposure medium, with or without varied concentrations of the test agents. In some studies the cells are coexposed to (-)-Catechin gallate (100, 200, 300, 400, and 500 μM) and 100 Units/mL catalase. After 1-3 days of exposure to the test agents, viability is assessed with the neutral red (NR) assay, which is based on the uptake and accumulation of the supravital dye, neutral red (NR)[1]. References [1]. Babich H, et al. In vitro cytotoxicity of (-)-catechin gallate, a minor polyphenol in green tea. Toxicol Lett. 2007 Jul 10;171(3):171-80. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 861.7±65.0 °C at 760 mmHg Molecular Formula C22H18O10 Molecular Weight 442.372 Flash Point 305.0±27.8 °C Exact Mass 442.089996 PSA 177.14000 LogP 2.67 Vapour Pressure 0.0±0.3 mmHg at 25°C Index of Refraction 1.825 Storage condition 2~8℃ |
| Use of | (-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes. Properties Name (-)-Catechin Gallate Synonym More Synonyms (-)-Catechin gallate(CG) Biological Activity Description (-)-Catechin gallate is a minor constituent in green tea catechins. (-)-Catechin gallate inhibits the activity of COX-1 and COX-2 enzymes. Related Catalog Research Areas >> Cancer Natural Products >> Flavonoids References [1]. Babich H, et al. In vitro cytotoxicity of (-)-catechin gallate, a minor polyphenol in green tea. Toxicol Lett. 2007 Jul 10;171(3):171-80. Chemical & Physical Properties Molecular Formula C22H18O10 Exact Mass 442.089996 PSA 177.14000 Index of Refraction 1.825 Storage condition 2~8℃ |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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