A phenol with antifungal and antioxidant activities
Related Products
Isomer(s)
27615Gentisic Acid 14916Protocatechuic Acid
Parent Compound(s)
70260Aspirin
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2,3-Dihydroxybenzoic Acid

Item No. 35635

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
303-38-8
Synonyms
  • Catecholcarboxylic Acid
  • 2,3-DHBA
  • NSC 27435
  • 2-Pyrocatechuic Acid
  • o-Pyrocatechuic Acid
  • ortho-Pyrocatechuic Acid
Molecular Formula
C7H6O4
Formula Weight
154.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
OC(C1=C(O)C(O)=CC=C1)=O
InChi Code
InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
InChi Key
GLDQAMYCGOIJDV-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 g

    $43

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    10 g

    $73

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    25 g

    $140

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    50 g

    $515

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    Product Description

    2,3-Dihydroxybenzoic acid is a phenol that has been found in F. inermis, has antifungal and antioxidant activities, and is an active metabolite of the NSAID and COX inhibitor aspirin (Item No. 70260) and its metabolite salicylic acid.1,2,3,4 It is formed from salicylic acid by the cytochrome P450 (CYP) isoform CYP2E1 in human liver microsomes.3 It is active against the opportunistic fungi A. fumigatus, A. flavus, A. niger, and Chrysosporium.1 2,3-Dihydroxybenzoic acid (1 µM) reduces apoptosis, increases autophagy, glutathione (GSH) levels, and superoxide dismutase (SOD) activity, and reduces glutathione peroxidase (GPX) activity in primary rat embryonic H9c2 cardiomyocytes under high-glucose and high-palmitic acid conditions as an in vitro model of diabetic cardiomyopathy.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. PJ, B., Shibumon, G., Sunny, K., et al. 2, 3-dihydroxybenzoic acid: An effective antifungal agent isolated from Flacourtia inermis fruit. Int. J. Pharm. Clin. Res. 2(3), 101-105 (2010).

    2. García-Díez, E., Pérez-Jiménez, J., Martín, M.Á., et al. (−)-Epicatechin and colonic metabolite 2,3-dihydroxybenzoic acid, alone or in combination with metformin, protect cardiomyocytes from high glucose/high palmitic acid-induced damage by regulating redox status, apoptosis and autophagy. Food Funct. 15(5), 2536-2549 (2024).

    3. Bojić, M., Sedgeman, C.A., Nagy, L.D., et al. Aromatic hydroxylation of salicylic acid and aspirin by human cytochromes P450. Eur. J. Pharm. Sci. 73, 49-56 (2015).

    4. Grootveld, M., and Halliwell, B. 2,3-Dihydroxybenzoic acid is a product of human aspirin metabolism. Biochem. Pharmacol. 37(2), 271-280 (1988).