(±)14-HDHA

(±)14-HDHA is an autoxidation product of docosahexaenoic acid (DHA) in vitro. It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes. DHA is metabolized to 14(S)-HDHA by human platelets along with 11(S)-HDHA. 14(S)-HDoHE is also produced by salmon gills upon stimulation with calcium ionophore. 14(S)-HDHA was shown to be an inhibitor of U-46619-induced human platelet aggregation and rabbit and rat aortic smooth muscle contraction with IC50 values of about 70, 3.6, and 5.3 µM, respectively. (±)14-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.Formal Name: (±)14-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid. CAS Number: 87042-40-8. Synonyms: 14-hydroxy Docosahexaenoic Acid, (±)14-HDoHE. Molecular Formula: C22H32O3. Formula Weight: 344.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: 0.1 M Na2CO3: 2 mg/ml, DMF: Miscible, DMSO: Miscible, Ethanol: Miscible, PBS (pH 7.2): 0.8 mg/ml. lambdamax: 237 nm. SMILES: CC/C=C\C/C=C\CC(O)/C=C/C=C\C/C=C\C/C=C\CCC(O)=O. InChi Code: InChI=1S/C22H32O3/c1-2-3-4-5-12-15-18-21(23)19-16-13-10-8-6-7-9-11-14-17-20-22(24)25/h3-4,6-7,10-16,19,21,23H,2,5,8-9,17-18,20H2,1H3,(H,24,25)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+. InChi Key: ZNEBXONKCYFJAF-BGKMTWLOSA-N.