Oleic Acid-d17

Oleic acid-d17 is intended for use as an internal standard for the quantification of oleic acid (Cay-90260) by GC- or LC-MS. 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-11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-d17 acid. CAS Number: 223487-44-3. Synonyms: C18:1(9Z)-d17, FA 18:1-d17, cis-9-Octadecenoic Acid-d17, 9Z-Octadecenoic Acid-d17. Molecular Formula: C18H17D17O2. Formula Weight: 299.6. Purity: >99% deuterated forms (d1-d17). Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 100 mg/ml, DMSO: 100 mg/ml, Ethanol: 100 mg/ml, PBS (pH 7.2): < 100µg/ml. SMILES: [2H]C(C([2H])([2H])[2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])/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-/i1D3,2D2,3D2,4D2,5D2,6D2,7D2,8D2. InChi Key: ZQPPMHVWECSIRJ-DUGYPAGXSA-N. Side Chain Carbon Sum: 18:1.