1-Oleoyl-d17-2-hydroxy-sn-glycero-3-phosphocholine

1-Oleoyl-d17-2-hydroxy-sn-glycero-3-phosphocholine is intended for use as an internal standard for the quantification of 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine (Cay-20959) by GC- or LC-MS. 1-Oleoyl-2-hydroxy-sn-glycero-3-phosphocholine is a lysophospholipid containing oleic acid (Cay-90260, Cay-24659) at the sn-1 position. It inhibits taurine uptake in Caco-2 cells when used at a concentration of 200 µM. Levels of 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine are increased in conditioned medium in VEGF-stimulated primary normal human bronchial epithelial (NHBE) cells, an effect that can be reversed by the phospholipase A2 (PLA2) inhibitor oleyloxyethyl phosphorylcholine (Cay-70560). Plasma levels of 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine are decreased in patients with lung cancer or abdominal aortic aneurysm. InChI: InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1/i1D3,5D2,6D2,7D2,8D2,9D2,10D2,11D2 InChIKey: YAMUFBLWGFFICM-LLBUTDCBSA-N SMILES: O[C@@H](COP(OCC[N+](C)(C)C)([O-])=O)COC(CCCCCCC/C=C\C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O