Cinnamamide

• CAT Number: R069992
• CAS Number: 621-79-4
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Purity: 95%
• Synonyms: 2-Benzylideneacetamide
• Appearance: White solid
• Storage: RT
• Analysis method: HPLC
• IUPAC Name: (E)-3-phenylprop-2-enamide
• InChI: InChI=1S/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6+
• InChIKey: APEJMQOBVMLION-VOTSOKGWSA-N
• SMILES: C1=CC=C(C=C1)C=CC(=O)N

Cinnamamide (cinnamide) is an amide from a family of phenylpropanoid derivatives of lignin precursors. It is found in crude
extracts of several species of Streptomyces. Cinnamamide was first reported as a monoamine oxidase inhibitor but was
subsequently shown to have weak activity in a diverse range of bioassays. Cinnamamide is a useful standard for analytical and
bioassay dereplication of crude microbial extracts.

Reference

1. trans-Cinnamic acid amide as a metabolic product of Streptomyces. Sekizawa Y.J., Biochem. 1958, 45, 9.
2. Biosynthesis of cinnamamide and detection of phenylalanine ammonia-lyase in Streptomyces verticillatus.
Bezanson G.S. et al., Can. J. Microbiol. 1970, 16, 147.
3. Metabolomics-guided analysis of isocoumarin production by Streptomyces species MBT76 and
biotransformation of flavonoids and phenylpropanoids. Wu C. et al., Metabolomics 2016, 12, 1.
4. Monoamine oxidase inhibitors isolated from fermented broths. Takeuchi. T et al., J. Antibiot. 1973, 26, 162.