EGCG

Title: EGCG
CAS Registry Number: 989-51-5
CAS Name: 3,4,5-Trihydroxybenzoic acid, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
Additional Names: (-)-epigallocatechin 3-O-gallate; (-)-epigallocatechol gallate
Molecular Formula: C22H18O11
Molecular Weight: 458.37
Percent Composition: C 57.65%, H 3.96%, O 38.40%
Literature References: Polyphenolic constituent of tea; inhibits tumor promotion. Initial identification and isoln from green tea: M. Tsujimura, Bull. Agric. Chem. Soc. Jpn. 6, 70 (1930); C.A. 25, 3637 (1931); and crystallization: L. Vuataz et al., J. Chromatogr. 2, 173 (1959). Oxidation during tea fermentation: P. Coggon et al., J. Agric. Food Chem. 21, 727 (1973). HPLC/MS extraction from black tea: R. G. Bailey et al., J. Sci. Food Agric. 66, 203 (1994). HPLC determn in plasma and urine: M.-J. Lee et al., Cancer Epidemiol. Biomarkers Prev. 4, 393 (1995). Antitumor promoting activity: S. Yoshizawa et al., Phytother. Res. 1, 44 (1987); T. Yamane et al., Cancer Res. 55, 2081 (1995). Inhibition of metastasis in mice: S. Taniguchi et al., Cancer Lett. 65, 51 (1992). Modulation of endocrine systems and food intake: Y.-H. Kao, et al., Endocrinology 141, 980 (2000).
Properties: White crystals from water, mp 218°. [a]D -185 ±2°(ethanol). uv max (ethanol): 275 nm (e 11500).
Melting point: mp 218°
Optical Rotation: [a]D -185 ±2°(ethanol)
Absorption maximum: uv max (ethanol): 275 nm (e 11500)
EGF-Urogastrone Egg Oil EGTA Eicosamethylnonasiloxane Eicosapentaenoic Acid

Epigallocatechin gallate
Epigallocatechin gallate structure.svg
Epigallocatechin gallate3Dan2.gif
Identifiers
CAS number 989-51-5 N
PubChem 65064
ChemSpider 58575 YesY
MeSH Epigallocatechin+gallate
ChEBI CHEBI:4806 YesY
ChEMBL CHEMBL297453 YesY
Jmol-3D images Image 1
Properties
Molecular formula C22H18O11
Molar mass 458.37 g mol−1
Appearance
Solubility in water soluble[vague][1]
Solubility soluble in ethanol, DMSO, dimethyl formamide[1] at about 20 g/l[2]
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Epigallocatechin gallate (EGCG), also known as epigallocatechin-3-gallate, is the ester of epigallocatechin and gallic acid, and is a type of catechin.

EGCG is the most abundant catechin in tea and is a potent antioxidant that may have therapeutic applications in the treatment of many disorders (e.g. cancer). It is found mainly in white tea, green tea and, in smaller quantities, black tea; during black tea production, the catechins are mostly converted to theaflavins and thearubigins, and theabrownins.[3] It is also found in various vegetables, nuts, as well as carob powder at 109 mg per 100g.[4] In a high temperature environment, an epimerization change is more likely to occur; however as exposure to boiling water for 30 straight minutes leads to only a 12.4% reduction in the total amount of EGCG, the amount lost in a brief exposure is insignificant. In fact, even when special conditions were used to create temperatures well above that of boiling water, the amount lost increased only slightly.[5]

EGCG can be found in many supplements.