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CAS 83104-86-3

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Epicatechin 3-O-(3-O-methyl)gallate

Description:
Epicatechin 3-O-(3-O-methyl)gallate is a flavonoid compound that belongs to the class of polyphenols, specifically a type of catechin. It is derived from the flavanol epicatechin and is known for its antioxidant properties, which contribute to various health benefits. This compound is characterized by its complex structure, which includes a gallate moiety and a methoxy group, enhancing its solubility and bioactivity. Epicatechin 3-O-(3-O-methyl)gallate is often studied for its potential effects on cardiovascular health, anti-inflammatory properties, and its role in modulating metabolic processes. It is commonly found in various plant sources, particularly in tea, cocoa, and certain fruits. The compound's antioxidant activity is attributed to its ability to scavenge free radicals and chelate metal ions, which may help protect cells from oxidative stress. Additionally, research suggests that it may have implications in cancer prevention and neuroprotection, although further studies are needed to fully elucidate its mechanisms and therapeutic potential.
Formula:C23H20O10
InChI:InChI=1S/C23H20O10/c1-31-19-6-11(5-17(28)21(19)29)23(30)33-20-9-13-15(26)7-12(24)8-18(13)32-22(20)10-2-3-14(25)16(27)4-10/h2-8,20,22,24-29H,9H2,1H3/t20-,22-/m1/s1
InChI key:InChIKey=XGTBMCGGGJLOPS-IFMALSPDSA-N
SMILES:O(C(=O)C1=CC(OC)=C(O)C(O)=C1)[C@H]2[C@H](OC=3C(C2)=C(O)C=C(O)C3)C4=CC(O)=C(O)C=C4
Synonyms:
  • Benzoic acid, 3,4-dihydroxy-5-methoxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester
  • (-)-Epicatechin 3-(3′′-O-methyl)gallate
  • Benzoic acid, 3,4-dihydroxy-5-methoxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)-
  • Epicatechin 3-O-(3-O-methyl)gallate
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