CAS Number989-51-5
SynonymsTEA CATECHIN; (-)-epigallocatechin 3-gallate; Epigallocatechin 3-gallate; EGCG; MFCD00075940; (-)-Epigallocatechin-3-o-gallate; Epigallocatechin gallate; E-5187; (-)-Epigallocatechin 3-O-gallate; (-)-EGCG; Teavigo; ECGC; EINECS 479-560-7; Teavigo TG; (-)-Epigallocatechin gallate; EGCG-d6; Epigallocatechin-3-gallate; (−)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate
Molecular FormulaC22H18O11
Molecular Weight458.37
Purity≥95%
Density1.9±0.1 g/cm3
Boiling Point909.1±65.0 °C at 760 mmHg
Melting Point222-224°C
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 989-51-5 |
| Catalog No. | 2A-9025824 |
| Chinese Name | (-)-表没食子儿茶素没食子酸酯 |
| Synonyms | TEA CATECHIN; (-)-epigallocatechin 3-gallate; Epigallocatechin 3-gallate; EGCG; MFCD00075940; (-)-Epigallocatechin-3-o-gallate; Epigallocatechin gallate; E-5187; (-)-Epigallocatechin 3-O-gallate; (-)-EGCG; Teavigo; ECGC; EINECS 479-560-7; Teavigo TG; (-)-Epigallocatechin gallate; EGCG-d6; Epigallocatechin-3-gallate; (−)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate |
| Molecular Formula | C22H18O11 |
| Molecular Weight | 458.37 |
| Purity | ≥95 |
| Density | 1.9±0.1 g/cm3 |
| Boiling Point | 909.1±65.0 °C at 760 mmHg |
| Melting Point | 222-224°C |
| Appearance | solid |
| Water Solubility | Soluble in: ethanol |
| Storage Condition | Store airtight at 2-8°C |
| Application | (-)-Epigallocatechin Gallate is a natural polyphenolic flavonoid compound that can inhibit the activation of EGFR, HER2 and HER3 and has anti-tumor activity. |
| PubChem ID | 57654158 |
| MDL Number | MFCD00075940 |
| SMILES | Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H](Oc2c1)c4cc(O)c(O)c(O)c4 |
| InChI | 1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 |
| InChI Key | WMBWREPUVVBILR-WIYYLYMNSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | transportation |
| MSDS | msds/25824_1_989_51_5.pdf |
| Bioactivity | (-)-Epigallocatechin Gallate is an antioxidant polyphenol flavonoid form green tea, and inhibits the activation of EGFR, HER2 and HER3, with antitumor activity. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> JAK/STAT Signaling >> EGFR Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR Research Areas >> Cancer Natural Products >> Flavonoids Target EGFR HER2 HER3 In Vitro (-)-Epigallocatechin Gallate (EGCG) inhibits activation EGFR, HER2 and HER3 in the SW837 human colon cancer cell line. (-)-Epigallocatechin Gallate (10 μM) also inhibits cell growth, suppresses activation of EGFR, HER2, and HER3, and causes decrease in the levels of COX-2 and Bcl-xL proteins, and apoptosis after treatment for 96 h[1]. (-)-Epigallocatechin Gallate (0-35 μg/mL) inhibits the proliferation of colorectal cancer cells. (-)-Epigallocatechin Gallate (35 μg/mL) induces apoptosis of colorectal cancer cells[2]. (-)-Epigallocatechin Gallate (EGCG; 50, 75 and 100 μM) dose-dependently inhibits the growth of HepG2 cells, and induces apoptosis in HepG2 cells[3]. In Vivo (-)-Epigallocatechin Gallate (5, 10, and 20 mg/kg, p.o.) inhibits the growth of orthotopic colorectal cancer cells in mice[2]. Cell Assay LoVo, SW480, HCT-8, and HT-29 cells are seeded in 96-well plates at a concentration of 5×103 cells; each cell line is totally seeded in the 12 wells. Complete medium is added to the wells, up to 200 μL; the medium contains 0 μg/mL, 10 μg/mL, 20 μg/mL, and 35 μg/mL of (-)-Epigallocatechin Gallate. The inhibition rate=[1 - (absorbance of (-)-Epigallocatechin Gallate group - absorbance of control group)/(absorbance of control group - absorbance of blank control group)] × 100[2]. Animal Admin Mice[2] At 2 weeks postsurgery, 39 out of the 40 nude mice presented with tumors. Based on the volume of the tumors, the 39 mice with tumors are divided into four groups: a control group (n=9); a group that receives 5 mg/kg of (-)-Epigallocatechin Gallate (n=10); a group that receives 10 mg/kg of (-)-Epigallocatechin Gallate (n=10); and a group that receives 20 mg/kg of (-)-Epigallocatechin Gallate (n=10). In the therapeutic groups, (-)-Epigallocatechin Gallate is administrated intragastrically, and in the control group, 100 uL of physiological saline is administrated intragastrically, once daily for 14 days. After the treatment of the mice with (-)-Epigallocatechin Gallate for 4 weeks, the growth and metastasis of the primary tumors are continuously monitored using a fluorescent imaging system. After 4 weeks, the primary tumors are weighed and immediately put into liquid nitrogen (−196°C) and 2 to 3 hours later, these specimens are stored at −80°C. In addition, the other parts of the primary tumor and metastases are fixed in 4% formaldehyde[2]. References [1]. De Amicis F, et al. Epigallocatechin gallate inhibits growth and Epithelial-to-Mesenchymal Transition in human thyroid carcinoma cell lines. J Cell Physiol. 2013 Apr 1. [2]. Jin H, et al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53. [3]. Wing Pui Tsang, et al. Epigallocatechin gallate up-regulation of miR-16 and induction of apoptosis in human cancer cells. The Journal of Nutritional Biochemistry. 2010, 21(2): 140-146. Chemical & Physical Properties Density 1.9±0.1 g/cm3 Boiling Point 909.1±65.0 °C at 760 mmHg Melting Point 222-224°C 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-WIYYLYMNSA-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 Stability Stable, but may be light sensitive. Incompatible with strong oxidizing agents. |
| Use of | (-)-Epigallocatechin Gallate is an antioxidant polyphenol flavonoid form green tea, and inhibits the activation of EGFR, HER2 and HER3, with antitumor activity. Properties Articles315 Name (-)-epigallocatechin 3-gallate Synonym More Synonyms (-)-Epigallocatechin gallate Biological Activity Description (-)-Epigallocatechin Gallate is an antioxidant polyphenol flavonoid form green tea, and inhibits the activation of EGFR, HER2 and HER3, with antitumor activity. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> JAK/STAT Signaling >> EGFR Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR Research Areas >> Cancer Natural Products >> Flavonoids References [1]. De Amicis F, et al. Epigallocatechin gallate inhibits growth and Epithelial-to-Mesenchymal Transition in human thyroid carcinoma cell lines. J Cell Physiol. 2013 Apr 1. [2]. Jin H, et al. Epigallocatechin gallate inhibits the proliferation of colorectal cancer cells by regulating Notch signaling. Onco Targets Ther. 2013;6:145-53. [3]. Wing Pui Tsang, et al. Epigallocatechin gallate up-regulation of miR-16 and induction of apoptosis in human cancer cells. The Journal of Nutritional Biochemistry. 2010, 21(2): 140-146. Chemical & Physical Properties Molecular Formula C22H18O11 Exact Mass 458.084900 PSA 197.37000 Index of Refraction 1.857 InChIKey WMBWREPUVVBILR-WIYYLYMNSA-N Stability Stable, but may be light sensitive. Incompatible with strong oxidizing agents. |
| Transport Info | Shipping Name: UN |
| 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 United Nations shipping name 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 Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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