Gentisic Acid

Gentisic acid is a benzoic acid that has been found in Gentiana and an active metabolite of aspirin (Cay-70260) with diverse biological activities. It decreases radiation-induced production of thiobarbituric acid reactive substances (TBARS), hydrogen peroxide, and protein carbonyls, increases superoxide dismutase activity, and prevents hemolysis in isolated human erythrocytes when used at concentrations ranging from 5 to 100 µM. Gentisic acid (1-10 µM) inhibits LDL oxidation and formation of cholesterol ester hydroperoxides in isolated human plasma. It induces relaxation of isolated guinea pig trachea (EC50 = 20 µM), an effect that is reduced by the large-conductance calcium-activated potassium channel blocker charybdotoxin (Cay-24115). Gentisic acid (10 and 100 mg/kg) reduces cardiac hypertrophy and fibrosis and pulmonary remodeling, suppresses the renin-angiotensin-aldosterone system, and inhibits cardiac dysfunction in a mouse model of transverse aortic constriction-induced cardiac hypertrophy. It also prevents cardiovascular collapse and lactic acidemia in a canine model of P. aeruginosa-induced septic shock.Formal Name: 2,5-dihydroxy-benzoic acid. CAS Number: 490-79-9. Synonyms: Carboxyhydroquinone, 5-Hydroxysalicylic Acid, NSC 27224, NSC 49098, NSC 78825. Molecular Formula: C7H6O4. Formula Weight: 154.1. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2mg/mL, DMSO: 3mg/mL, Ethanol: 10mg/mL, PBS (pH 7.2): 2mg/mL. lambdamax: 214, 237, 337 nm. SMILES: OC1=CC(C(O)=O)=C(O)C=C1. InChi Code: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11). InChi Key: WXTMDXOMEHJXQO-UHFFFAOYSA-N. Origin: Synthetic.