2,3-DIHYDROXY BENZOIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6O4
Molecular Weight	154.1201
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=C(O)C(O)=CC=C1

InChI

InChIKey=GLDQAMYCGOIJDV-UHFFFAOYSA-N

InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17065237 | https://www.ncbi.nlm.nih.gov/pubmed/10443551 | https://www.ncbi.nlm.nih.gov/pubmed/10232850 | https://www.ncbi.nlm.nih.gov/pubmed/4073669

2,3-Dihydroxybenzoic acid is a natural phenol found in Phyllanthus acidus and in the aquatic fern Salvinia molesta. Hydroxyl radical attack upon salicylate leads to the generation of 2,3-dihydroxybenzoic acid (2,3-DHBA) and therefore can be used to assess hydroxyl radical formation both in vitro and in vivo. 2,3-Dihydroxybenzoic acid is a biological marker for the detection and quantification of hydroxyl radicals. 2,3-dihydroxybenzoic acid (DHB) has been safely administered to humans as an iron-chelating agent.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Iron 18 Target ID: CHEMBL2363058 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4073669	Chelating Agent 142

Conditions

Condition	Modality	Targets	Highest Phase	Product
Acute lung injury 20 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4073669	Preventing		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Damage to cellular and isolated DNA induced by a metabolite of aspirin.	2009 Feb 10	19101573
Antioxidant and free radical scavenging activity of iron chelators.	2015	28962407
Salicylic acid metabolites and derivatives inhibit CDK activity: Novel insights into aspirin's chemopreventive effects against colorectal cancer.	2017 Dec	29075787

Patents

Sample Use Guides

In Vivo Use Guide

Rats were injected intravenously with doses of 2,3-Dihydroxybenzoic acid (DHB) including 1, 10,50, 100, and 150 mg/kg (pH 7.40; 300 to 380 mOsm/L) as well as 300 mg/kg (pH 7.40; 500 mOsm/L). The intravenous infusion of DHB 10 min before CVF administration reduced lung injury as measured by permeability index in a dose-dependent manner. The DHB at doses of 10, 50,100, 150, and 300 mg/kg was associated with a 33, 45, 48, 63, and 78% reduction in lung injury, respectively.

Route of Administration: Intravenous

In Vitro Use Guide

2,3-Dihydroxybenzoic acid potentiates PMN phagocytosis of opsonized lipopolysaccharide-coated PO droplets by 53% to 45% and chemotaxis by 36% to 10% at 10-3M and 10-4M concentrations, respectively.

Name

Type

Language

2,3-DIHYDROXY BENZOIC ACID

Systematic Name

English

2-PYROCATECHUIC ACID

Common Name

English

NSC-27435

Code

English

2,3-DIHYDROXYBENZOIC ACID

Systematic Name

English

CATECHOLCARBOXYLIC ACID

Systematic Name

English

PYROCATECHUIC ACID

Common Name

English

O-PYROCATECHUIC ACID

Common Name

English

1,2-DIHYDROXYBENZENE-3-CARBOXYLIC ACID

Systematic Name

English

3-HYDROXYSALICYLIC ACID

Systematic Name

English

BENZOIC ACID, 2,3-DIHYDROXY-

Systematic Name

English

Code System Code Type Description

DRUG BANK

DB01672