trans-4-Chlorocinnamic acid

Ref. 3D-FC20213

Product Information

• Name: trans-4-Chlorocinnamic acid
• Synonyms: (2E)-3-(4-Chlorophenyl)-2-propenoic acidNSC 52172
• Brand: Biosynth
• Description: Trans-4-chlorocinnamic acid is an aromatic hydrocarbon that is a precursor to the important natural compound p-coumaric acid. It is a white crystalline solid with a melting point of 147-149 °C and a boiling point of 338 °C. 4-Chlorocinnamic acid has been shown to inhibit the growth of Candida glabrata, which is an emerging opportunistic fungal pathogen found in immunocompromised patients. Trans-4-chlorocinnamic acid reacts with tyrosinase to form a cinnamate intermediate, which undergoes oxidation reactions that produce reactive oxygen species and quinone radicals. These reactive intermediates cause damage to the cell membrane, leading to cell death. The inhibition of tyrosinase by trans-4-chlorocinnamic acid has been shown using model systems and chemical reactions in vitro.

Chemical properties

• Molecular weight: 182.6 g/mol
• Formula: C₉H₇ClO₂
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C9H7ClO2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H,(H,11,12)/b6-3+
• InChI key: InChIKey=GXLIFJYFGMHYDY-ZZXKWVIFSA-N
• SMILES: O=C(O)/C=C/c1ccc(Cl)cc1