2-Acetylcoumaric acid

CAS: 55620-18-3

Ref. 3D-FA67189

Product Information

• Name: 2-Acetylcoumaric acid
• Synonyms: 2-Acetoxycinnamic Acid, 2-Propenoic acid, 3-(2-(acetyloxy)phenyl)- (9CI), 2-Propenoic acid, 3-[2-(acetyloxy)phenyl]-, 3-(2-(Acetyloxy)phenyl)-2-propenoic acid, Cinnamic acid, 2-acetoxy-, Cinnamic acid, o-hydroxy-, acetate, Nsc 98725, O-Acetyl-o-coumaric acid, Tylmarin

Description

2-Acetylcoumaric acid is a monohydric, monoketone that can be found in plants and fruits. It is usually found as an oxidation product of hydroxybenzaldehydes and it has neuroprotective properties. The 2-acetylcoumaric acid can be synthesized from propionyl chloride and hydrogen chloride. It is a natural compound that has been shown to have inhibitory effects on the production of proinflammatory cytokines, such as tumor necrosis factor-α (TNF-α), by lipopolysaccharide (LPS). It also inhibits the production of nitric oxide (NO) by LPS.
2-Acetylcoumaric acid can be prepared from copper chromite or aspirin by reduction with sodium borohydride in ethanol or acetic acid respectively.

• Brand: Biosynth

Chemical properties

• Molecular weight: 206.19 g/mol
• Formula: C₁₁H₁₀O₄
• Color/Form: Powder
• InChI: InChI=1S/C11H10O4/c1-8(12)15-10-5-3-2-4-9(10)6-7-11(13)14/h2-7H,1H3,(H,13,14)/b7-6+
• InChI key: InChIKey=UXOWQQCLBQBRMQ-VOTSOKGWSA-N
• SMILES: CC(=O)Oc1ccccc1/C=C/C(=O)O