9(S),12(S),13(S)-TriHOME

9(S),12(S),13(S)-TriHOME is a linoleic acid-derived oxylipin that has diverse biological activities. It has been found in various plants and is produced in human eosinophils in a 15-lipoxygenase-dependent, soluble epoxide hydrolase-independent manner. 9(S),12(S)13(S)-TriHOME inhibits antigen-induced beta-hexosaminidase release from RBL-2H3 mast cells (IC50 = 28.7 µg/ml). It inhibits LPS-induced nitric oxide (NO) production in BV-2 microglia (IC50 = 40.95 µM). In vivo, 9(S),12(S),13(S)-TriHOME (1 g/animal) enhances the antiviral IgA and IgG antibody responses induced by a nasal influenza hemagglutinin (HA) vaccine by 5.2- and 2-fold, respectively, in mice.Formal Name: 9S,12S,13S-trihydroxy-10E-octadecenoic acid. CAS Number: 97134-11-7. Synonyms: (-)-Pinellic Acid, 9S,12S,13S-Pinellic Acid. Molecular Formula: C18H34O5. Formula Weight: 330.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: Ethanol: soluble. SMILES: CCCCC[C@H](O)[C@@H](O)/C=C/[C@@H](O)CCCCCCCC(O)=O. InChi Code: InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1. InChi Key: MDIUMSLCYIJBQC-MVFSOIOZSA-N.