Oleic Acid

Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue. It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets. Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 µg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 µM, similar to arachidonic acid (Cay-90010, Cay-90010.1, Cay-10006607). Oleic acid (60 µM) induces release of intracellular calcium in human platelets. In vivo, oleic acid increases TNF-alpha, IL-8, IL-6, and IL-1beta production, neutrophil accumulation, and apoptotic and necrotic cell death in mouse lung and has been used to induce lung injury in a mouse model of acute respiratory distress syndrome (ARDS). Formal Name: 9Z-octadecenoic acid. CAS Number: 112-80-1. Synonyms: cis-9-Octadecenoic acid. Molecular Formula: C18H34O2. Formula Weight: 282.5. Purity: >98%. Formulation: A solution in ethanol. Solubility: 0.15 M Tris-HCl pH 8.5: >1 mg/ml, DMF: >100 mg/ml, DMSO: >100 mg/ml, EtOH: >100 mg/ml, PBS pH 7.2: <100 µg/ml. SMILES: CCCCCCCC/C=C\CCCCCCCC(O)=O. InChi Code: InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-. InChi Key: ZQPPMHVWECSIRJ-KTKRTIGZSA-N. Side Chain Carbon Sum: 18:1.