CAS 97914-20-0

4′-O-Methyl-(-)-epicatechin

Description:

4′-O-Methyl-(-)-epicatechin is a flavonoid compound belonging to the class of catechins, which are polyphenolic compounds commonly found in various plants, particularly in tea and cocoa. This substance is characterized by its methylation at the 4′ position of the epicatechin structure, which influences its biological activity and solubility. It exhibits antioxidant properties, contributing to its potential health benefits, such as cardiovascular protection and anti-inflammatory effects. The compound is known for its ability to scavenge free radicals and may play a role in modulating various biochemical pathways. Additionally, 4′-O-Methyl-(-)-epicatechin is often studied for its effects on metabolic processes and its potential role in preventing chronic diseases. Its solubility in organic solvents and limited solubility in water are typical for flavonoids, affecting its bioavailability and absorption in biological systems. Overall, this compound is of interest in both nutritional science and pharmacology due to its diverse biological activities and potential therapeutic applications.

Formula: C₁₆H₁₆O₆

InChI: InChI=1S/C16H16O6/c1-21-14-3-2-8(4-12(14)19)16-13(20)7-10-11(18)5-9(17)6-15(10)22-16/h2-6,13,16-20H,7H2,1H3/t13-,16-/m1/s1

InChI key: InChIKey=ZHDMPVIDHWJGTN-CZUORRHYSA-N

SMILES: OC1=C2C(O[C@@H]([C@H](O)C2)C3=CC(O)=C(OC)C=C3)=CC(O)=C1

Synonyms:

• 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-, (2R,3R)-
• (2R,3R)-3,4-Dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol
• 4′-O-Methyl-(-)-epicatechin
• 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-, (2R-cis)-
• 4′-O-Methylepicatechin

4'-O-Methylepicatechin

CAS: 97914-20-0

Applications 4'-O-Methylepicatechin mediates beneficial effects of flavanol-rich cocoa on vascular function in humans.
References Schroeter, H., et al.: Proceedings of the National Academy of Sciences of USA, 103, 1024 (2006);

Formula: C₁₆H₁₆O₆

Color and Shape: Off-White

Molecular weight: 304.295

Ref: TR-M493085