110882-10-5

Basic information

• Product Name: N-caffeoyl-4-aminobutyric acid
• Synonyms: N-caffeoyl-4-aminobutyric acid;4-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]amino]butanoic acid;4-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]amino]butanoic acid;N-Caffeoyl-4-amino-n-butyric acid;4-(3-(3,4-Dihydroxyphenyl)acrylaMido)butanoic acid
• CAS NO: 110882-10-5
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.2619
• Mol File: 110882-10-5.mol

Chemical Properties

• Boiling Point: 632℃
• Flash Point: 336℃
• Appearance: /
• Density: 1.368
• Vapor Pressure: 7.91E-17mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: N-caffeoyl-4-aminobutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-caffeoyl-4-aminobutyric acid(110882-10-5)
• EPA Substance Registry System: N-caffeoyl-4-aminobutyric acid(110882-10-5)

Safety Data

• Hazardous Substances Data: 110882-10-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H15NO5/c15-10-5-3-9(8-11(10)16)4-6-12(17)14-7-1-2-13(18)19/h3-6,8,15-16H,1-2,7H2,(H,14,17)(H,18,19)/b6-4+

Upstream product

• 331-39-5 caffeic acid 
• 88623-81-8 3,4-diacetoxycinnamic acid 
• 331-39-5 caffeic acid 
• 13788-48-2 di-O-acetylcaffeic acid 
• 98631-72-2 3,4-diacetoxycinnamoyl chloride 

Relevant articles and documents

Study on the anticoagulant or procoagulant activities of type II phenolic acid derivatives

In this study, three type II phenolic acids (caffeic acid, p-hydroxycinnamic acid, and ferulic acid) were used to synthesize a total of 18 phenolic acid derivatives. With molecular docking for molecule design and target protein (factors) screening, in combination with the confirmation of target proteins (factors) by surface plasmon resonance, and the evaluation of haemostatic and anticoagulant activities with five blood assays (plasma recalcification time, prothrombin time, activated partial thromboplastin time, fibrinogen, and thrombin time), the data indicated that caffeic acid derivatives showed certain anticoagulant or procoagulant activities and that two other series contained compounds with the best anticoagulant activities. Using Materials Studio analysis, particular functional groups that affect anticoagulant or procoagulant activities were revealed, and these conclusions can guide the discovery of compounds with better activities.

Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors

Recently, many natural products, especially some plant-derived polyphenols have been found to exert antiviral effects against influenza virus and show inhibitory activities on neuraminidases (NAs). In our research, we took caffeic acid which contained two phenolic hydroxyl groups as the basic fragment to build a small compound library with various structures. The enzyme inhibition result indicated that some compounds exhibited moderate activities against NA and compound 15d was the best with IC50 = 7.2 μM and 8.5 μM against N2 and N1 NAs, respectively. The 3,4-dihydroxyphenyl group from caffeic acid was important for the activity according to the docking analysis. Besides, compound 15d was found to be a non-competitive inhibitor with Ki = 11.5 ± 0.25 μM by the kinetic study and also presented anti-influenza virus activity in chicken embryo fibroblast cells. It seemed promising to discover more potent NA inhibitors from caffeic acid derivatives to cope with influenza virus.