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Benzene-1,3,5-triol

CAS No.: 108-73-6

  • Molecular Formula: C₆H₆O₃
  • Molecular Weight: 126.11 g/mol

Chemical type

  • 1,3,5-Trihydroxybenzene
  • Peroxidase inhibitor (PXDN, LPO, TPO)
  • Mechanism-based or tight-binding irreversible inhibitor

Key properties

  • Most potent inhibitor of PXDN halogenation and peroxidation activity
  • Nanomolar IC₅₀ for purified PXDN (0.137 µM in Amplex oxidation assay without bromide)
  • IC₅₀ of 0.948 µM in Amplex oxidation assay with bromide
  • IC₅₀ of 0.95 µM for inhibiting HOBr-mediated collagen IV cross-linking in decellularized ECM
  • IC₅₀ of 1.6 µM for inhibiting collagen IV cross-linking in cell culture
  • Forms covalent adduct or tightly binds to PXDN active site, preventing reversion to native enzyme
  • Does not form Compound II or III; causes unique spectral changes at 440 nm and 480 nm
  • Irreversible inhibition not strictly dependent on preincubation with H₂O₂
  • Inhibits PXDN to reduce oxidative stress and inflammation in pathologies
  • Potential therapeutic for cardiovascular diseases (e.g., hypertension, atherosclerosis, cardiac fibrosis)
  • Potential therapeutic for cancer progression and metastasis
  • Potential therapeutic for tissue fibrosis
  • Lead compound for designing specific PXDN inhibitors
  • Tool for high-throughput screening in PXDN inhibition assays

Classification by use

  • Irreversible enzyme inhibitors
  • Inhibitors of halogenation cycle in peroxidases
  • Antioxidants targeting hypohalous acid production
  • Compounds for ECM remodeling studies

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  1. Peroxidasin Inhibition by Phloroglucinol and Other Peroxidase Inhibitors, Antioxidants, 2024, 13(1), 23