(-)-Epicatechin Gallate

CAS: 1257-08-5

Ref. TR-E582265

Product Information

• Name: (-)-Epicatechin Gallate
• Synonyms: [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate, (-)-Epicatechin 3-O-gallate, (-)-Epicatechin 3-gallate, (-)-Epicatechol gallate, (-)-epi-Catechin 3-O-gallate, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate, (2R,3S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl 3,4,5-trihydroxybenzoate, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate, 3-Galloyl-(-)-epicatechin, 3-Galloyl-(2R,3R)-(-)-Epicatechin, 3-O-Galloyl-(-)-epicatechin, 3-O-Galloylepicatechin, <span class="text-smallcaps">L</span>-Epicatechin gallate, Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-, ECG, Epicatechol 3-gallate, Gallic acid, 3-ester with epicatechol, (-)-, L-Ecg

Description

Stability Light Sensitive
Applications One of the catechin isomers and a potent antioxidant that can modulate a wide range of membrane proteins. Its bilayer-modifying potency was tested using gramicidin A (gA) channels as probes. All the catechins alter gA channel function and modify bilayer properties, with a 500-fold range in potency. The gallate group causes current block, as evident by brief downward current transitions.
References Ingolfsson, H., et al.: FEBS Lett., 585, 3101 (2011),

• Brand: TRC

Chemical properties

• Molecular weight: 442.37
• Formula: C₂₂H₁₈O₁₀
• Color/Form: White To Off-White
• InChI: InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1
• InChI key: InChIKey=LSHVYAFMTMFKBA-UHFFFAOYSA-N
• SMILES: O=C(OC1Cc2c(O)cc(O)cc2OC1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1