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3,4',5-Trihydroxystilbene

CAS No.: 501-36-0

  • Molecular Formula: C₁₄H₁₂O₃
  • Molecular Weight: 228.24 g/mol

Chemical type

  • Stilbene (stilbenoids)
[1]
  • Polyphenolic stilbene phytoalexin
[2]

Key properties

  • Synthesized from phenylalanine via p-coumaroyl-CoA
  • Broad antifungal activity (e.g., against B. cinerea)
  • Role in oomycete resistance
  • Regulated by MYB/WRKY TFs (e.g., VvMYB14, VvWRKY8) and stress signals (pathogen, UV)
[1]
  • Cardioprotective against norepinephrine-induced damage; antioxidant that reduces oxidative stress (e.g., lowers MDA levels); improves cardiomyocyte viability, morphology, and contractile function (e.g., preserves peak shortening, maximal velocities of shortening/re-lengthening); acts partly via SOD/FOXO1 pathway; decreases FOXO1 and acetyl-FOXO1 protein expression while increasing SIRT1 expression and FOXO1 transcriptional activity; anti-proliferative on cardiac fibroblasts without increasing cell death; non-toxic at low doses (e.g., 30 μM/L).
[2]
  • Plant defense in grapevine against fungi and oomycetes
  • Antioxidant and signaling molecule in immune responses
[1]
  • Protects adult rat cardiomyocytes from norepinephrine-induced contractile dysfunction, oxidative stress, and reduced viability; prevents morphological changes (e.g., maintains rod-shaped cells); inhibits cardiac fibroblast proliferation, potentially reducing cardiac fibrosis; potential therapeutic for heart failure by countering sympathetic overactivation and oxidative damage.
[2]

Classification by use

  • Phytoalexins used in antifungal and anti-oomycete defense
  • Phenolic compounds for pathogen resistance
[1]
  • Cardioprotective agents
  • Antioxidants
[2]

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  1. [Cite:1] Redefining phytoalexins as engineered defenses for plant disease resistance, Current Plant Biology, Volume 45, January 2026, 100577
  2. [Cite:1] Resveratrol improves contractile dysfunction, cell viability and oxidative stress in adult rat cardiomyocytes exposed to norepinephrine via SOD/FOXO1, Journal of Functional Foods, Volume 138, March 2026, 107174