CAS 17334-50-8

cis-()-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Description:

Cis-()-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol, commonly referred to as a flavonoid compound, exhibits several notable characteristics. This substance is a polyphenolic compound, which is characterized by its multiple hydroxyl groups that contribute to its antioxidant properties. The presence of the benzopyran structure indicates that it belongs to the flavonoid family, which is known for its diverse biological activities, including anti-inflammatory, anti-cancer, and neuroprotective effects. The specific cis configuration of the molecule influences its spatial arrangement, potentially affecting its interaction with biological targets. Additionally, the dihydroxyphenyl group enhances its reactivity and solubility in polar solvents. This compound is of interest in pharmacological research due to its potential health benefits, particularly in the context of cardiovascular health and cellular protection against oxidative stress. Its CAS number, 17334-50-8, allows for precise identification and retrieval of information related to its chemical properties and applications in scientific literature.

Formula: C₁₅H₁₄O₆

InChI: InChI=1/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2

InChI key: InChIKey=PFTAWBLQPZVEMU-DDOUFSBJNA-N

SMILES: O[C@H]1[C@H](OC=2C(C1)=C(O)C=C(O)C2)C3=CC(O)=C(O)C=C3

Synonyms:

• (+/-)-Epicatechin
• 2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-rel-
• 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, cis-
• Epicatechol, (±)-
• NSC 81162
• cis-(1)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• rel-(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• (+/-)-EPICATECHIN (CP 97% ) UNLABELED
• Einecs 241-357-4

(+/-)-Epicatechin

CAS: 17334-50-8

(+/-)-Epicatechin is a phenolic compound found in many plants. It has been shown to have antioxidant properties and to protect cells from oxidative damage. Epicatechin has also been shown to have anti-inflammatory effects, which may be due to its ability to inhibit the production of inflammatory cytokines such as IL-1β and TNF-α. (+/-)-Epicatechin has also been shown to increase insulin sensitivity and enhance glucose uptake. The physiological effects of (+/-)-epicatechin are mediated through its binding with receptors on the surface of cells, including PPARs and GPR40, which stimulate the activity of enzymes involved in fat metabolism.

Formula: C₁₅H₁₄O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 290.27 g/mol

Ref: 3D-FE66119