451-13-8

Homogentisic acid Chemical Structure
451-13-8

Chemical Structure

Homogentisic acid

  • CAS No.: 451-13-8
  • Formula:C8H8O4
  • Molecular Weight:168.15

IUPAC Name: 2-(2,5-dihydroxyphenyl)acetic acid

InChIKey: IGMNYECMUMZDDF-UHFFFAOYSA-N

SMILES: O=C(O)CC1=CC(O)=CC=C1O

Biological Activity: Homogentisic acid is an orally active, blood-brain barrier-permeable amyloidogenic compound that functions as both an amyloid component and a pigment precursor. Accumulation of homogentisic acid downregulates tight junction proteins (such as claudin-5, occludin, ZO-1) and impairs blood-brain barrier integrity. Homogentisic acid and its oxidation product benzoquinone acetic acid not only induce the aggregation and fibrosis of multiple proteins (such as 1-42, α-synuclein, SAA, Transthyretin (TTR), atrial natriuretic peptide), but also trigger oxidative stress, damage to the Wnt/β-catenin pathway, and neurotoxicity, leading to ochronosis pigment deposition and synaptic dysfunction. At specific concentrations, homogentisic acid exerts no cytotoxicity or genotoxicity on human peripheral blood lymphocytes, and even counteracts the genotoxicity induced by Irinotecan (HY-16562). Homogentisic acid serves as an important tool molecule for investigating the mechanisms of diseases including ochronosis, secondary amyloidosis, Alzheimer's disease, and colorectal cancer[1][2][3][4][5][6][7][8].

Cat. No. Product Name Purity Description Pricing
HY-113283
Homogentisic acid 99.68% Homogentisic acid is an orally active, blood-brain barrier-permeable amyloidogenic compound that functions as both an amyloid component and a pigment precursor. Accumulation of homogentisic acid downregulates tight junction proteins (such as claudin-5, occludin, ZO-1) and impairs blood-brain barrier integrity. Homogentisic acid and its oxidation product benzoquinone acetic acid not only induce the aggregation and fibrosis of multiple proteins (such as 1-42, α-synuclein, SAA, Transthyretin (TTR), atrial natriuretic peptide), but also trigger oxidative stress, damage to the Wnt/β-catenin pathway, and neurotoxicity, leading to ochronosis pigment deposition and synaptic dysfunction. At specific concentrations, homogentisic acid exerts no cytotoxicity or genotoxicity on human peripheral blood lymphocytes, and even counteracts the genotoxicity induced by Irinotecan (HY-16562). Homogentisic acid serves as an important tool molecule for investigating the mechanisms of diseases including ochronosis, secondary amyloidosis, Alzheimer's disease, and colorectal cancer.
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HY-113283R
Homogentisic acid (Standard) 99.48% Homogentisic acid (Standard) is the analytical standard of Homogentisic acid. This product is intended for research and analytical applications. Homogentisic acid is a specific metabolite that accumulates in the urine and serum. Homogentisic acid can be used for diagnosis of alkaptonuria. Homogentisic acid is a phenolic acid.
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HY-113283S
Homogentisic acid-13C6 98.57% Homogentisic acid-13C6 is the 13C-labeled Homogentisic acid (HY-113283). Homogentisic acid is a specific metabolite that accumulates in the urine and serum. Homogentisic acid can be used for diagnosis of alkaptonuria. Homogentisic acid is a phenolic acid.
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