Indole-3-pyruvic Acid

Indole-3-pyruvic acid is an endogenous metabolite of tryptophan and intermediate in the biosynthesis of the major auxin hormone, indole-3-acetic acid (IAA, Cay-16954), in plants. Indole-3-pyruvic acid (50 and 250 µM) activates the aryl hydrocarbon receptor (AhR) in a reporter assay. It reduces UVB-induced cytotoxicity and the levels of COX-2 in HaCaT keratinocytes. Topical administration of indole-3-pyruvic acid (100 µmol) reduces the severity of UVB-induced damage in mouse skin. Dietary administration of indole-3-pyruvic acid (0.1%) reduces diarrhea, colonic inflammation, and the colonic expression of Il1b, Ifng, Tnfa, and Il12b in a mouse model of T cell-mediated colitis. It increases the time spent in the open arms of the elevated plus maze in mice when administered at a dose of 100 mg/kg. It also reverses the anxiogenic effect of caffeine (Cay-14118) and 3-hydroxy kynurenine, but not pentylenetetrazole (Cay-18682) or phenylethylamine, in the elevated plus maze in mice.Formal Name: alpha-oxo-1H-indole-3-propanoic acid. CAS Number: 392-12-1. Synonyms: Indole-3-pyruvate, IPA, IPyr, NSC 88874. Molecular Formula: C11H9NO3. Formula Weight: 203.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:6): 0.1 mg/ml. lambdamax: 233, 326 nm. SMILES: O=C(C(O)=O)CC1=CNC2=CC=CC=C21. InChi Code: InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15). InChi Key: RSTKLPZEZYGQPY-UHFFFAOYSA-N. Origin: Synthetic.