E3768

(−)-Epigallocatechin

≥95% (HPLC), from green tea

• Synonym(e): (−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavan
• Empirische Formel (Hill-System): C₁₅H₁₄O₇
• CAS-Nummer: 970-74-1
• Molekulargewicht: 306.27
• MDL-Nummer: MFCD00075939
• UNSPSC-Code: 12352205
• PubChem Substanz-ID: 24894529
• NACRES: NA.21

Eigenschaften

• Biologische Quelle: green tea
• Qualitätsniveau: 200
• Assay: ≥95% (HPLC)
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Lagertemp.: 2-8°C
• SMILES String: O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3cc(O)c(O)c(O)c3
• InChI: 1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
• InChIKey: XMOCLSLCDHWDHP-IUODEOHRSA-N
• Angaben zum Gen: human ... CYP1A2(1544)

Beschreibung

Allgemeine Beschreibung

(−)-Epigallocatechin is one of the main catechin compounds found in green tea and the most abundant one (~20%), with antioxidant properties.

Anwendung

(−)-Epigallocatechin (EGC) has been used:

• as a reference standard in high-performance liquid chromatography (HPLC) analysis
• to analyze its inhibitory effect on α-amylase and α-glucosidase activity to control postprandial hyperglycemia in Diabetes mellitus
• in cell viability assays to check its efficacy and protection against ferroptosis and iron toxicity in murine pancreatic β-cells
• to evaluate its potential anti-inflammatory effects on long-term acute and chronic Pristen-induced arthritis
• to treat pregnant and nursing mice, on in vitro angiogenesis, proliferation, and movement of endothelial cells
• to evaluate its effect on pregnant and nursing mice spleen based on the number and localization of CD4⁺ (cluster of differentiation 4) and CD8⁺ cluster of differentiation 8) cells

Biochem./physiol. Wirkung

(−)-Epigallocatechin (EGC) has proven to be an anti-cancer agent by its inhibitory effects on heregulin-b1 (HRG)-induced migration/invasion in MCF-7 human breast carcinoma cells. It has also shown strong antiviral activity against the herpes simplex virus.

Green tea polyphenol. Anticancer agent. Lower antioxidant activity than EGCG.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)