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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 of 2,3-DIHYDROXY BENZOIC ACID

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

Molecular Formula C7H6O4
Molecular Weight 154.1201
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

PubMed

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.
Substance Class Chemical
Record UNII
70D5FBB392
Record Status Validated (UNII)
Record Version