34749-55-8

Basic information

• Product Name: trans-4-Acetoxy-3-methoxycinnamic acid
• Synonyms: 3-Methoxy-4-acetoxy-trans-cinnamic acid;trans-4-Acetoxy-3-methoxycinnamic acid
• CAS NO: 34749-55-8
• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22
• Mol File: 34749-55-8.mol
• Article Data: 91

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane; Methanol
• CAS DataBase Reference: trans-4-Acetoxy-3-methoxycinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4-Acetoxy-3-methoxycinnamic acid(34749-55-8)
• EPA Substance Registry System: trans-4-Acetoxy-3-methoxycinnamic acid(34749-55-8)

Safety Data

• Hazardous Substances Data: 34749-55-8(Hazardous Substances Data)

Usage

Uses

trans-4-Acetoxy-3-methoxycinnamic Acid is an intermediate in synthesizing 3-O-(E)-Feruloylquinic Acid (F308980), a phenolic acid with potential antioxidant and antifungal activities. Secondary metabolite in the coffee brewing process.

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 121-33-5 vanillin 
• 28028-62-8 ethyl ferulate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 881-68-5 vanillin acetate 
• 4046-02-0 ethyl 4-hydroxy-3-methoxycinnamate 
• 331-39-5 caffeic acid 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 64-19-7 acetic acid 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 141-82-2 malonic acid 
• 331-39-5 caffeic acid 

Downstream Products

• 55417-34-0 3-(4-(ethanoyloxy)-3-methoxyphenyl)propanoic acid 
• 881-68-5 vanillin acetate 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 64-19-7 acetic acid 
• 3391-75-1 2-methoxy-4-((E)-phenylethenyl)phenol 
• 117820-36-7 (E)-N-(3-hydroxy-1-oxocyclopent-2-en-2-yl)-3-(4-hydroxy-3-methoxyphenyl) propenamide 
• 134896-05-2 (E)-N-(3-hydroxy-1-oxocyclopent-2-en-2-yl)-3-<4-(acetyloxy)-3-methoxyphenyl> propenamide 
• 1416447-57-8 3′,6′-di-O-acetoxyferuloylsucrose 
• 1416447-59-0 3′,4′,6′-tri-O-acetoxyferuloylsucrose 
• 1428183-01-0 (E)-2-methoxy-4-(3-phenylprop-1-enyl)phenyl acetate 

Relevant articles and documents

A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives

A thorough study on the (E) to (Z) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of (E) isomers into the (Z) ones, whereas for esters, primary and secondary amides or aromatic tertiary amides mixtures of (Z)/(E) ranging from 7 : 93 to 72 : 28 are observed. Ketones show rather limited photoisomerization. However, (Z) ketones may be obtained by the reaction of organometal compounds with an isomerized (Z) Weinreb amide.

Oat polyphenol avenanthramide-2c confers protection from oxidative stress by regulating the Nrf2-ARE signaling pathway in PC12 cells

Accumulating evidence has demonstrated that cellular antioxidant systems play essential roles in retarding oxidative stress-related diseases, such as Parkinson's disease. Because nuclear factor erythroid 2-related factor 2 (Nrf2) is a chief regulator of c

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.