CAS 970-74-1|(-)-Epigallocatechin(EGC)
| Common Name | (-)-Epigallocatechin(EGC) | ||
|---|---|---|---|
| CAS Number | 970-74-1 | Molecular Weight | 306.267 |
| Density | 1.7±0.1 g/cm3 | Boiling Point | 685.6±55.0 °C at 760 mmHg |
| Molecular Formula | C15H14O7 | Melting Point | 208-210°C |
| MSDS | ChineseUSA | Flash Point | 368.5±31.5 °C |
Names
| Name | (-)-epigallocatechin |
|---|---|
| Synonym | More Synonyms |
(-)-Epigallocatechin(EGC) BiologicalActivity
| Description | (-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]. Combined curcumin and EGCG treatment reduced the cancer stem-like Cluster of differentiation 44 (CD44)-positive cell population. Western blot and immunoprecipitation analyses revealed that curcumin and EGCG specifically inhibited STAT3 phosphorylation and STAT3-NFkB interaction was retained [2]. EGCG exhibited a MIC and MBC of 5μg/mL and 20μg/mL respectively and effectively eradicated E. faecalis biofilms. EGCG induced the formation of hydroxyl radicals in E. faecalis. The addition of DIP protected E. faecalis against EGCG-mediated antibacterial effects. At sub-MIC, EGCG induced significant down-regulation of E. faecalis virulence genes [3]. |
|---|---|
| Related Catalog | Natural Products >>FlavonoidsResearch Areas >>Others |
| References | [1]. Wang N, et al. (-)-Epigallocatechin-3-gallate Inhibits Fibrillogenesis of Chicken Cystatin. J Agric Food Chem. 2015 Jan 26 [2]. Chung SS, et al. Curcumin and Epigallocatechin Gallate Inhibit the Cancer Stem Cell Phenotype via Down-regulation of STAT3-NFκB Signaling. Anticancer Res. 2015 Jan;35(1):39-46. [3]. Lee P, et al. Effects of Epigallocatechin gallate against Enterococcus faecalis biofilm and virulence. Arch Oral Biol. 2015 Mar;60(3):393-9. |
Chemical & Physical Properties
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Boiling Point | 685.6±55.0 °C at 760 mmHg |
| Melting Point | 208-210°C |
| Molecular Formula | C15H14O7 |
| Molecular Weight | 306.267 |
| Flash Point | 368.5±31.5 °C |
| Exact Mass | 306.073944 |
| PSA | 130.61000 |
| LogP | -0.10 |
| Vapour Pressure | 0.0±2.2 mmHg at 25°C |
| Index of Refraction | 1.776 |
| InChIKey | XMOCLSLCDHWDHP-IUODEOHRSA-N |
| SMILES | Oc1cc(O)c2c(c1)OC(c1cc(O)c(O)c(O)c1)C(O)C2 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATAMUTATION DATA - TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Human HeLa cell
- DOSE/DURATION :
- 25 mg/L
- REFERENCE :
- PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1961- Volume(issue)/page/year: 27,1017,1988
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Human HeLa cell
- DOSE/DURATION :
- 25 mg/L
- REFERENCE :
- PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1961- Volume(issue)/page/year: 27,1017,1988
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | KB5100000 |
| HS Code | 2932999099 |
Customs
| HS Code | 2932999099 |
|---|---|
| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| EGC |
| MFCD00075939 |
| Galloepicatechin |
| epigallocatechol |
| Sunphenon EGC |
| (-)-Epigallo catechin |
| (-)-Epigallocatechin |
| (−)-Epigallocatechin |
| (-)-Epigallocatechin (EGC) |
| (2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,5,7-chromanetriol |
| Teacatechin II |
| EPIGALLOCATECHIN |
| (2R,3R)-2-(3,4,5-Trihydroxyphenyl)chromane-3,5,7-triol |
| Greenteacatechins |
| (-)-EGC:2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-, |
| 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)- |
| epi |
