(−)-Epigallocatechin gallate
SIGMA/E4143 - ≥95%
Synonym: (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate; (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavane-3-gallate; EGCG
CAS Number: 989-51-5
Empirical Formula (Hill Notation): C22H18O11
Molecular Weight: 458.37
MDL Number: MFCD00075940
Linear Formula: C22H18O11
Product Type: Chemical
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This image depicts SKU: E4143-50MG
This image depicts SKU: E4143-50MG
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥95% |
| InChI | 1S/C22H18O11/c23-10-5-12( |
| InChI key | WMBWREPUVVBILR-WIYYLYMNSA |
| Quality Level | 200  |
| SMILES string | Oc1cc(O)c2C[C@@H](OC(=O)c |
| solubility | H2O: ≥5 mg/mL, clear |
| storage temp. | 2-8°C |
| Application: | (-)-Epigallocatechin gallate has been used: • as an anti-tumor agent on murine TRAMP metastatic prostate cell line by cell proliferation assay, apoptosis detection and modified Boyden-chamber assay • induces cell death in acute myeloid leukaemia through death associated protein kinase-2 pathway analyzed through cell viability, cell cycle and apoptosis assay • as an inhibitor of osteoclast differentiation in murine preosteoclast cell line RAW264.7 • to promote myogenic differentiation |
| Biochem/physiol Actions: | (-)-Epigallocatechin gallate (EGCG), an antioxidant polyphenol flavonoid exerts anti-tumor properties by inhibiting telomerase and DNA methyltransferase activity. EGCG inhibits the expression of matrix metalloproteinase-2 (MMP-2), MMP-9 and reduces the invasiveness. EGCG blocks the activation of epidermal growth factor (EGF) receptors and human epidermal growth factor receptor-2 (HER-2). EGCG increases bone mineral density and reduces bone resorption. EGCG inhibits osteoclastogenesis by inhibiting receptor activator of nuclear factor κ-B ligand (RANKL) induced nuclear factor κ B (NF-κB) transcriptional activity. EGCG reduces skeletal muscle atrophy. EGCG has anti-aging property and increases myogenic differentiation. EGCG inhibits fatty acid synthase and glutamate dehydrogenase activity. |
| General description: | (−)-Epigallocatechin gallate from green tea is the prime bioactive component, accounting for 50-80% of the total catechin content. It comprises a chemical structure similar to that of epicatechin gallate (ECG), an ester of gallic acid and epigallocatechin. |
| Packaging: | 50 mg in poly bottle |
| Symbol |   GHS07,GHS09 |
| Signal word | Warning |
| Hazard statements | H302 - H317 - H319 - H411 |
| Precautionary statements | P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352205 |