Cinnamic Acid

• CAT Number: R060751
• CAS Number: 621-82-9
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16
• Purity: 95%
• Synonyms: 3-Phenyl-2-propenoic Acid; 3-Phenylacrylic Acid; NSC 623441; NSC 9189; Phenylacrylic Acid; β-Phenylacrylic Acid
• Target: Endogenous Metabolite
• Appearance: White solid
• Storage: -20°C
• Analysis method: HPLC
• IUPAC Name: (E)-3-phenylprop-2-enoic acid
• InChI: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
• InChIKey: WBYWAXJHAXSJNI-VOTSOKGWSA-N
• SMILES: C1=CC=C(C=C1)C=CC(=O)O

Cinnamic acid is a common plant metabolite, biosynthetically formed by the action of phenylalanine ammonia-lyase (PAL) on
phenylalanine. Cinnamic acid is a member of the phenylpropanoid class of lignin biosynthetic precursors. Cinnamic acid is
produced by many microorganisms but is also readily produced by fermentation on media containing plant extracts. The
biochemical and pharmacological activity of cinnamic acid has > 13,000 entries in SciFinder and is well reviewed by Guzman
(2014) and Sharma (2011). Cinnamic acid a useful standard for analytical and bioassay dereplication.

Reference

1. Production of Streptoverticillium cinnamoneum transglutaminase and cinnamic acid by recombinant
Streptomyces lividans cultured on biomass-derived carbon sources. Noda S. et al., Bioresource Tech. 2012,
104, 648.
2. Mangrove actinomycetes as the source of ligninolytic enzymes. Niladevi K N. et al., Actinomycetologica 2005,
19, 40.
3. Chemical characterization and spectroscopic analysis of the solubilization products from wheat straw produced
by Streptomyces strains grown in solid-state fermentation. Hernandez-Coronado M.J. et al., Microbiology 1997,
143, 1359.
4. Natural cinnamic acids, synthetic derivatives and hybrids with antimicrobial activity. Guzman J.D., Molecules
2014, 19, 19292.
5. Cinnamic acid derivatives: A new chapter of various pharmacological activities. Sharma P., J. Chem. Pharm.
Res. 2011, 3, 403.