28593-92-2

Basic information

• Product Name: Docosyl caffeate
• Synonyms: Docosyl caffeate;Docosyl 3-(3,4-dihydroxyphenyl)acrylate;Docosyl caffeate, (E)-
• CAS NO: 28593-92-2
• Molecular Formula: C31H52O4
• Molecular Weight: 489
• Product Categories: sy;Phenylpropanoids
• Mol File: 28593-92-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Docosyl caffeate(CAS DataBase Reference)
• NIST Chemistry Reference: Docosyl caffeate(28593-92-2)
• EPA Substance Registry System: Docosyl caffeate(28593-92-2)

Safety Data

• Hazardous Substances Data: 28593-92-2(Hazardous Substances Data)

Usage

General Description

Docosyl caffeate is a chemical compound that belongs to the class of organic compounds known as caffeoyl esters, which are derived from the hydroxycinnamic acid, caffeic acid. It is also known as a hydroxycinnamic acid ester, and is the ester derivative of docosanol and caffeic acid. Its applications in scientific study can vary, however, it is specifically utilized for its potential antioxidant and anti-inflammatory properties. While extensive research on docosyl caffeate itself is limited, the study of similar compounds suggests that it may also possess potential antimicrobial or antiviral qualities.

Upstream product

• 661-19-8 1-docosanol 
• 77201-71-9 (E)-3-(3,4-dihydroxyphenyl)acryloyl chloride 

Relevant articles and documents

Impact of alkyl esters of caffeic and ferulic acids on tumor cell proliferation, cyclooxygenase enzyme, and lipid peroxidation

The antioxidant ferulic and caffeic acid phenolics are ubiquitous in plants and abundant in fruits and vegetables. We have synthesized a series of ferulic and caffeic acid esters and tested for tumor cell proliferation, cyclooxygenase enzymes (COX-1 and -2) and lipid peroxidation inhibitory activities in vitro. In the tumor cell proliferation assay, some of these esters showed excellent growth inhibition of colon cancer cells. Among the phenolics esters assayed, compounds 10 (C12-caffeate), 11 (C16-caffeate), 21 (C 8-ferulate), and 23 (C12-ferulate) showed strong growth inhibition with IC50 values of 16.55, 13.46, 18.67, and 7.57 μg/mL in a breast cancer cell line; 9.65, 7.45, 17.05, and 4.35 μg/ mL in a lung cancer cell line; 5.78, 3.5, 4.29, and 2.46 μg/mL in a colon cancer cell line; 12.04, 12.21, 14.63, and 8.09 μg/ mL in a central nervous system cancer cell line; and 8.62, 7.76, 11.0, and 5.37 in a gastric cancer cell line. In COX enzyme inhibitory assays, ferulic and caffeic acid esters significantly inhibited both COX-1 and COX-2 enzymes. Caffeates 5-10 (C4-C 12), inhibited COX-1 enzyme between 50% and 90% and COX-2 enzyme by about 70%, whereas ferulates 15-21 (C3-C8) inhibited COX-1 and COX-2 enzymes by 85-95% 25 μg/mL. Long-chain caffeates 11-14 (C 16-C22) and short-chain ferulates 15-20 (C 3-C5) were the most active in lipid peroxidation inhibition and showed 60-70% activity at 5 μg/mL concentration.