1-Oleoyl-2-hydroxy-sn-glycero-3-PA

1-Oleoyl-2-hydroxy-sn-glycero-3-PA (1-Oleoyl LPA) is a species of lysophosphatidic acid (LPA) containing oleic acid at the sn-1 position. Phosphatidic acid is produced either directly through the action of phospholipase D (PLD) or through a two step process involving liberation of diacylglycerol (DAG) by phospholipase C (PLC) followed by phosphorylation of DAG by diglycerol kinase. Hydrolysis of the fatty acid at the sn-2 position by phospholipase A2 (PLA2) yields bioactive LPA. LPA binds to one of five different G protein linked receptors to mediate a variety of biological responses including cell proliferation, smooth muscle contraction, platelet aggregation, neurite retraction, and cell motility. 1-Oleoyl lysophosphatidic acid is the most potent of the LPA analogs for calcium mobilization in A431 cells and for growth stimulation of a variety of cell lines.Formal Name: 1-O-9Z-octadecenoyl-sn-glyceryl-3-phosphoric acid. CAS Number: 65528-98-5. Synonyms: 18:1 LPA, LPA 18:1, 1-Octadecenoyl-2-hydroxy-sn-glycero-3-phosphate, 1-Oleoyl LPA, 1-Oleoyl Lysophosphatidic Acid, PA(18:1/0:0). Molecular Formula: C21H41O7P. Formula Weight: 436.5. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 2 mg/ml, DMSO: 2.5 mg/ml, Ethanol: 25 mg/ml, PBS (pH 7.2): 3 mg/ml. SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O. InChi Code: InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-/t20-/m1/s1. InChi Key: WRGQSWVCFNIUNZ-GDCKJWNLSA-N. Side Chain Carbon Sum: 18:1.