p-Coumaric acid

• CAT Number: R055248
• CAS Number: 7400-08-0
• Molecular Formula: C9H8O3
• Molecular Weight: 164.16
• Purity: 95%
• Storage: -20°C
• Analysis method: HPLC
• IUPAC Name: (E)-3-(4-hydroxyphenyl)prop-2-enoic acid
• InChI: InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
• InChIKey: NGSWKAQJJWESNS-ZZXKWVIFSA-N
• SMILES: C1=CC(=CC=C1C=CC(=O)O)O

p-Coumaric acid is a common plant metabolite, biosynthetically formed by the action of tyrosine ammonia-lyase (TAL) on
phenylalanine. p-Coumaric acid is a member of the phenylpropanoid class of lignin biosynthetic precursors. p-Coumaric acid is
readily produced by fermentation on media containing plant extracts. The biochemical and pharmacological activity of pcoumaric acid has > 10,000 SciFinder entries and the area is well reviewed by Guzman (2014) and Sharma (2011). p-Coumaric
acid a useful standard for analytical and bioassay dereplication.

Reference

1. Metabolomics-guided analysis of isocoumarin production by Streptomyces species MBT76 and
biotransformation of flavonoids and phenylpropanoids. Wu C. et al., Metabolomics 2016, 12, 1.
2. Expanding the chemical space for natural products by Aspergillus-Streptomyces co-cultivation and
biotransformation. Wu C. et al., Scientific Reports 2015, 5, 10868.
3. p-Hydroxycinnamic acid production directly from cellulose using endoglucanase- and tyrosine ammonia lyaseexpressing Streptomyces lividans. Kawai Y. et al., Microbial Cell Factories 2013, 12, 45.
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.