CAS 62929-69-5

5-O-(E)-Feruloylquinic acid

Description:

5-O-(E)-Feruloylquinic acid is a naturally occurring phenolic compound that belongs to the class of hydroxycinnamic acid derivatives. It is characterized by the presence of a quinic acid backbone esterified with a ferulic acid moiety at the 5-position. This compound exhibits a range of biological activities, including antioxidant, anti-inflammatory, and potential anticancer properties, making it of interest in pharmacological research. Its structure contributes to its solubility in polar solvents, and it is often found in various plant sources, particularly in fruits and vegetables. The compound's stability can be influenced by factors such as pH and temperature, which are important considerations in both natural and synthetic contexts. Additionally, 5-O-(E)-Feruloylquinic acid may play a role in plant defense mechanisms and has been studied for its potential health benefits in human nutrition. Overall, its unique chemical structure and biological properties make it a significant subject of study in both chemistry and biochemistry.

Formula: C₁₇H₂₀O₉

InChI: InChI=1S/C17H20O9/c1-25-12-6-9(2-4-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,13-,15-,17+/m1/s1

InChI key: InChIKey=RAGZUCNPTLULOL-KJJWLSQTSA-N

SMILES: O(C(/C=C/C1=CC(OC)=C(O)C=C1)=O)[C@@H]2C[C@@](C(O)=O)(O)C[C@@H](O)[C@H]2O

Synonyms:

• Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]oxy]-, (1S,3R,4R,5R)-
• Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]oxy]-, [1S-[1α,3α,4α,5β(E)]]-
• 5-O-(E)-Feruloylquinic acid
• Cyclohexanecarboxylic acid, 1,3,4-trihydroxy-5-[[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (1S,3R,4R,5R)-
• (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-[[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]oxy]cyclohexanecarboxylic acid

5-O-(E)-Feruloylquinic Acid

Controlled Product

CAS: 62929-69-5

Applications 3-O-(E)-Feruloylquinic Acid is a phenolic acid with potential antioxidant and antifungal activities. Secondary metabolite in the coffee brewing process.
References Dzamic, A. et al.: Ind. Crop. Prod., 51, 407 (2013); Stalmach, A. et al.: Food. Func., 5, 1727 (2014); Matei, M. et al.: J. Agri. Food Chem., 60, 12105 (2012); Dokli, I. et al.: Tetrahedron Asymm., 24, 785 (2013);

Formula: C₁₇H₂₀O₉

Color and Shape: Neat

Molecular weight: 368.34

Ref: TR-F308980