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3-(4-hydroxyphenyl)prop-2-enoic acid

CAS No.: 7400-08-0

  • Molecular Formula: C₉H₈O₃
  • Molecular Weight: 164.16 g/mol

Chemical type

  • Hydroxycinnamic acid
[1]
  • Hydroxycinnamic acid (phenylpropanoid intermediate)
[2]

Key properties

  • Serves as a key intermediate in the phenylpropanoid pathway
  • Activated by 4CL enzyme to form CoA esters
  • Involved in metabolic flux toward downstream products
[1]
  • Aromatic phenolic acid
  • Precursor in the phenylpropanoid and monolignol biosynthesis pathways
  • Substrate of 4-coumaric acid:CoA ligase (4CL)
  • Can be hydroxylated to form caffeic acid
[2]
  • Precursor for lignin biosynthesis
  • Substrate for flavonoid production
  • Contributes to plant defense against abiotic stresses like salinity and cold
[1]
  • Intermediate in monolignol biosynthesis
  • Precursor for lignin formation in plants
  • Regulates metabolic flux toward lignin subunits (H, G, and S units)
[2]

Classification by use

  • Biochemical intermediates in secondary metabolism
  • Compounds for stress adaptation in plants
[1]
  • Chemicals used as plant metabolic intermediates
  • Chemicals used in lignin biosynthesis research
[2]

A trustworthy factory and manufacturer

  1. [Cite:1] Genome-wide analysis of the 4-Coumarate-CoA ligase gene family in wheat: Expression patterns under salt stress and light-regulated cold acclimation, Plant Stress, Volume 16, June 2025, 100879
  2. [Cite:2] 4-Coumaroyl and Caffeoyl Shikimic Acids Inhibit 4-Coumaric Acid:Coenzyme A Ligases and Modulate Metabolic Flux for 3-Hydroxylation in Monolignol Biosynthesis of Populus trichocarpa, Moleculor Plant, Volume 8, Issue 1, 5 January 2015, Pages 176-187