(±)-10-hydroxy-12(Z)-Octadecenoic Acid-d5

(±)-10-hydroxy-12(Z)-Octadecenoic acid-d5 is intended for use as an internal standard for the quantification of (±)-10-hydroxy-12(Z)-octadecenoic acid (Cay-37281) by GC- or LC-MS. (±)-10-hydroxy-12(Z)-Octadecenoic acid is an oxylipin and a metabolite of linoleic acid (Cay-90150, Cay-90150.1, Cay-21909). It is formed from linoleic acid by conjugated linoleic acid-hydrase (CLA-HY) as an intermediate in CLA biosynthesis and can also be produced from linoleic acid by gut microbiota. (±)-10-hydroxy-12(Z)-Octadecenoic acid (30 µM) inhibits LPS-induced nitric oxide (NO) production, ERK phosphorylation, and increases in inducible NO synthase (iNOS) levels in BV-2 microglia cells. It reduces TNF-alpha, NO2, and IL-10 levels in LPS-stimulated and -unstimulated isolated dendritic bone marrow cells when used at a concentration of 100 µM. (±)-10-hydroxy-12(Z)-Octadecenoic acid (100 µM) decreases LPS-induced maturation of dendritic cells in isolated mouse bone marrow cells.Formal Name: 10-hydroxyoctadec-12Z-enoic-17,17,18,18,18-d5 acid. Synonyms: 10-hydroxy-cis-12-Octadecenoic Acid-d5. Molecular Formula: C18H29D5O3. Formula Weight: 303.5. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: Ethanol: 1 mg/mL. SMILES: OC(C/C=C\CCCC([2H])([2H])C([2H])([2H])[2H])CCCCCCCCC(O)=O. InChi Code: InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h8,11,17,19H,2-7,9-10,12-16H2,1H3,(H,20,21)/b11-8-/i1D3,2D2. InChi Key: WVYIZGMCLSGZGG-PJKSMEJXSA-N.