CAS 14364-05-7

p-Coumaric acid glucoside

Description:

p-Coumaric acid glucoside, with the CAS number 14364-05-7, is a naturally occurring phenolic compound that belongs to the class of flavonoids. It is a glycoside derivative of p-coumaric acid, which means it consists of a p-coumaric acid moiety linked to a glucose molecule. This compound is typically found in various plants, contributing to their antioxidant properties and potential health benefits. p-Coumaric acid glucoside exhibits solubility in polar solvents due to the presence of the glucose unit, while the phenolic structure provides it with the ability to scavenge free radicals. It is often studied for its role in plant defense mechanisms and its potential therapeutic effects, including anti-inflammatory and antimicrobial activities. Additionally, this compound may play a role in the biosynthesis of other important phytochemicals. Its presence in food sources, particularly in fruits and vegetables, highlights its significance in nutrition and health research.

Formula: C₁₅H₁₈O₈

InChI: InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/t10-,12-,13+,14-,15-/m1/s1

InChI key: InChIKey=LJFYQZQUAULRDF-TVKJYDDYSA-N

SMILES: O([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=CC=C(C=CC(O)=O)C=C2

Synonyms:

• 2-Propenoic acid, 3-[4-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)phenyl]-
• 3-[4-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)phenyl]-2-propenoic acid
• 4-(b-D-Glucopyranosyloxy)cinnamic acid
• 4-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)cinnamic acid
• 4-O-b-D-Glucopyranosyl-p-coumaricacid
• 4-O-β-<span class="text-smallcaps">D</span>-Glucopyranosyl cinnamate
• 4-O-β-<span class="text-smallcaps">D</span>-Glucopyranosyl-p-coumaric acid
• Cinnamic acid, p-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-
• Cinnamicacid, p-(b-D-glucopyranosyloxy)- (6CI,8CI)
• Glucopyranoside, p-(2-carboxyvinyl)phenyl, b-D- (8CI)
• Glucopyranoside, p-(2-carboxyvinyl)phenyl, β-<span class="text-smallcaps">D</span>-
• Glucosido-p-coumaric acid
• p-(Glucosyloxy)cinnamic acid
• p-Coumaric acid 4-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• p-Coumaric acid glucoside
• p-Coumaric acid β-glucoside
• p-Coumaric acid4-O-b-D-glucopyranoside
• p-Coumaricacid b-glucoside
• trans-p-Coumaricacid-4-O-b-D-glucopyranoside
• Cinnamic acid, p-(β-D-glucopyranosyloxy)-
• Glucopyranoside, p-(2-carboxyvinyl)phenyl, β-D-
• 3-[4-(β-D-Glucopyranosyloxy)phenyl]-2-propenoic acid

Coumaric acid 4-O-glucoside

CAS: 14364-05-7

Coumaric acid 4-O-glucoside is a compound that is found in plants and can be extracted from flaxseed. It has been shown to have antioxidative activity, especially in the prevention of oxidation of fatty acids. Coumaric acid 4-O-glucoside has also been shown to inhibit the synthesis of n-3 fatty acids and secoisolariciresinol, as well as to regulate the biosynthesis of these lipids. The efficient method for preparing this compound is by hydrolysis of coumaroyl ester linkages using hydrochloric acid in methanol. Coumaric acid 4-O-glucoside was synthesized by reacting methyl acetoacetate with sodium hydroxide and hydrochloric acid in methanol at a temperature range of 0°C to 25°C. This reaction was followed by purification using phase liquid chromatography.

Formula: C₁₅H₁₈O₈

Purity: Min. 95%

Molecular weight: 326.3 g/mol

Ref: 3D-MC71595