65646-26-6

Basic information

• Product Name: feruloyltyramine
• Synonyms: feruloyltyramine;(E)-N-[2-(4-Hydroxyphenyl)ethyl]-3-(3-methoxy-4-hydroxyphenyl)propenamide;(E)-N-[2-(4-Hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide;Moupinamide;N-[2-(4-Hydroxyphenyl)ethyl]-3-methoxy-4-hydroxycinnamamide;2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-
• CAS NO: 65646-26-6
• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.3478
• Mol File: 65646-26-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 142-143 °C(Solv: acetone (67-64-1); chloroform (67-66-3))
• Boiling Point: 603.3°Cat760mmHg
• Flash Point: 318.7°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 3.78E-15mmHg at 25°C
• Refractive Index: 1.636
• PKA: 9.78±0.35(Predicted)
• CAS DataBase Reference: feruloyltyramine(CAS DataBase Reference)
• NIST Chemistry Reference: feruloyltyramine(65646-26-6)
• EPA Substance Registry System: feruloyltyramine(65646-26-6)

Safety Data

• Hazardous Substances Data: 65646-26-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+

Upstream product

• 66648-43-9 (E)-N-feruloyltyramine 

Downstream Products

• 80510-06-1 trans-grossamide 
• 80510-13-0 dihydrogrossamide 
• 66648-43-9 (E)-N-feruloyltyramine 

Relevant articles and documents

Study of the UV light conversion of feruloyl amides from Portulaca oleracea and their inhibitory effect on IL-6-induced STAT3 activation

Two new feruloyl amides, N-cis-hibiscusamide (5) and (7′ S)-N-cis-feruloylnormetanephrine (9), and eight known feruloyl amides were isolated from Portulaca oleracea L. and the geometric conversion of the ten isolated feruloyl amides by UV light was verified. The structures of the feruloyl amides were determined based on spectroscopic data and comparison with literature data. The NMR data revealed that the structures of the isolated compounds showed cis/trans-isomerization under normal laboratory light conditions. Therefore, cis and trans-isomers of feruloyl amides were evaluated for their convertibility and stability by UV light of a wavelength of 254 nm. After 96 h of UV light exposure, 23.2%-35.0% of the cis and trans-isomers were converted to trans-isomers. Long-term stability tests did not show any significant changes. Among all compounds and conversion mixtures collected, compound 6 exhibited the strongest inhibition of IL-6-induced STAT3 activation in Hep3B cells, with an IC50 value of 0.2 μM. This study is the first verification of the conversion rates and an equilibrium ratio of feruloyl amides. These results indicate that this natural material might provide useful information for the treatment of various diseases involving IL-6 and STAT3.