N-Oleoyl-L-phenylalanine

N-Oleoyl-L-phenylalanine is an N-acyl amide. It increases the oxygen consumption rate (OCR) of mitochondria isolated from mouse brown adipose tissue in a Seahorse assay and decreases oligomycin-induced increases in the mitochondrial membrane potential in C2C12 cells, indicating mitochondrial uncoupling activity, when used at a concentration of 50 µM. N-Oleoyl-L-phenylalanine (30 mg/kg for eight days) reduces food intake and body weight of diet-induced obese mice.Formal Name: N-[(9Z)-1-oxo-9-octadecen-1-yl]-L-phenylalanine. CAS Number: 136560-78-6. Synonyms: 18-1-Phe, C18:1-Phe, FA 18:1-Phe. Molecular Formula: C27H43NO3. Formula Weight: 429.6. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 15 mg/ml, Ethanol: 25 mg/ml, PBS (pH 7.2): 2 mg/ml. SMILES: OC([C@@H](NC(CCCCCCC/C=C\CCCCCCCC)=O)CC1=CC=CC=C1)=O. InChi Code: InChI=1S/C27H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-26(29)28-25(27(30)31)23-24-20-17-16-18-21-24/h9-10,16-18,20-21,25H,2-8,11-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/b10-9-/t25-/m0/s1. InChi Key: UWKNPULCJWBBDD-JRUKXMRZSA-N.