1,4-Dihydroxy-2-naphthoic acid

1,4-Dihydroxy-2-naphthoic acid is an aryl hydrocarbon receptor (AhR) agonist. 1,4-Dihydroxy-2-naphthoic acid is also a bacterially derived metabolite and has anti-inflammatory activity[1].

Product Specifications

CAS Number

[31519-22-9]

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Apoptosis; Aryl Hydrocarbon Receptor; Cytochrome P450; Interleukin Related

Type

Natural Products

Related Pathways

Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease

Applications

COVID-19-immunoregulation

Field of Research

Endocrinology; Inflammation/Immunology; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/1-4-dihydroxy-2-naphthoic-acid.html

Purity

99.60

Solubility

DMSO : 175 mg/mL (ultrasonic)

Smiles

OC1=CC(C(O)=O)=C(O)C2=CC=CC=C21

Molecular Formula

C11H8O4

Molecular Weight

204.18

Precautions

H315, H319, H335

References & Citations

[1]Cheng Y, et al. Editor's Highlight: Microbial-Derived 1,4-Dihydroxy-2-naphthoic Acid and Related Compounds as Aryl Hydrocarbon Receptor Agonists/Antagonists: Structure-Activity Relationships and Receptor Modeling. Toxicol Sci. 2017 Feb;155 (2) :458-473.|[2]Madison CA, et al. 3,3'-Diindolylmethane and 1,4-dihydroxy-2-naphthoic acid prevent chronic mild stress induced depressive-like behaviors in female mice. J Affect Disord. 2022 Jul 15;309:201-210.|[3]Kang JE, et al. A Novel Lactobacillus casei LP1 Producing 1,4-Dihydroxy-2-Naphthoic Acid, a Bifidogenic Growth Stimulator. Prev Nutr Food Sci. 2015 Mar;20 (1) :78-81. |[4]Okada Y, et al. 1,4-Dihydroxy-2-naphthoic acid from Propionibacterium freudenreichii reduces inflammation in interleukin-10-deficient mice with colitis by suppressing macrophage-derived proinflammatory cytokines. J Leukoc Biol. 2013 Sep;94 (3) :473-80.|[5]Mok CF, et al. 1,4-dihydroxy-2-naphthoic Acid Induces Apoptosis in Human Keratinocyte: Potential Application for Psoriasis Treatment. Evid Based Complement Alternat Med. 2013;2013:792840. |[6]Madison CA, et al. 1,4-dihydroxy-2-naphthoic acid prevents 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced motor function deficits. Behav Pharmacol. 2025 Feb 1;36 (1) :40-46.