CAS 69912-75-0

4′-O-Methyl-(+)-catechin

Description:

4′-O-Methyl-(+)-catechin is a flavonoid compound belonging to the catechin family, which are polyphenolic compounds widely found in various plants, particularly in tea and fruits. This compound is characterized by its methylation at the 4′ position of the catechin structure, which influences its solubility and biological activity. It exhibits antioxidant properties, contributing to its potential health benefits, such as reducing oxidative stress and inflammation. Additionally, 4′-O-Methyl-(+)-catechin may play a role in various biochemical pathways, including those related to cardiovascular health and metabolic processes. Its stereochemistry, denoted by the (+) sign, indicates that it is the enantiomer that rotates plane-polarized light to the right. This compound is of interest in both nutritional science and pharmacology due to its potential therapeutic effects. As with many flavonoids, its bioavailability and efficacy can be influenced by factors such as dietary context and individual metabolism.

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+/m0/s1

InChI key: InChIKey=ZHDMPVIDHWJGTN-XJKSGUPXSA-N

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

Synonyms:

• 4′-O-Methylcatechin
• (2R,3S)-3,4-Dihydro-2-(3-hydroxy-4-methoxyphenyl)-2H-1-benzopyran-3,5,7-triol
• 4′-O-Methyl-(+)-catechin
• 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-, (2R-trans)-
• 2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3-hydroxy-4-methoxyphenyl)-, (2R,3S)-
• (2R-trans)-3,4-Dihydro-2-(3-hydroxy-4-Methoxyphenyl)-2H-1-benzopyran-3,5,7-triol

4'-O-Methylcatechin

CAS: 69912-75-0

Applications A metabolite of (+)-Catechin, a major polyphenol in many fruits and vegetables.
References Heptinstall, S., et al.: J. Cardiovas. Pharmacol., 47, S197 (2006), Gonzalez-Manzano, S., et al.: J. Agric. Food Chem., 57, 1231 (2009), Frank, J., et al.: J. Nut., 139, 58 (2009),

Formula: C₁₆H₁₆O₆

Color and Shape: Neat

Molecular weight: 304.29

Ref: TR-M294480

4'-O-Methylcatechin

CAS: 69912-75-0

4'-O-Methylcatechin is a synthetic compound that has been shown to have antioxidant properties. It has been shown to reduce the oxidative stress caused by hydrogen peroxide and the reactive oxygen species generated in human erythrocytes. 4'-O-Methylcatechin has also been shown to have a protective effect on DNA and protein from oxidative damage in vitro. This compound is used as an extender for cosmetic products, but its use as an antioxidant is not currently approved by the FDA.

Formula: C₁₆H₁₆O₆

Purity: Min. 95%

Molecular weight: 304.29 g/mol

Ref: 3D-FM25801