5-iPF2alpha-VI

Isoprostanes are prostaglandin (PG)-like products of free-radical induced lipid peroxidation. Although the isoprostanes derived from arachidonic acid are the best characterized, many other polyunsaturated fatty acids can form isoprostanes. (±)5-iPF2alpha-VI is one of dozens of possible stereo- and regioisomeric isoprostanes which can be formed from arachidonic acid. To date, the most extensively studied of these is 8-isoprostane (8-epi-PGF2alpha, iPF2alpha-III). However, 8-isoprostane is a minor isoprostane constituent when compared to some of the other isomers which form in natural conditions of oxidative stress. (±)5-iPF2alpha-VI is an isoprostane from the unique Type VI class of isoprostanes. This class has been shown to be one of the major isoprostane products, in contrast to 8-isoprostane. In addition to being produced in greater abundance than 8-isoprostane, Type VI isoprostanes form internal lactones, which facilitates their extraction and purification from biological samples. Formal Name: (8beta)-5,9alpha,11alpha-trihydroxy-prosta-6E,14Z-dien-1-oic acid. CAS Number: 179094-11-2. Synonyms: iPF2alpha-I, Isoprostane F2alpha-I, 5-iso PGF2alpha-VI, 5-iso Prostaglandin F2alpha-VI. Molecular Formula: C20H34O5. Formula Weight: 354.5. Purity: >95%. Formulation: A solution in ethanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): .5 mg/ml. SMILES: O[C@@H]1[C@@H](C/C=C\CC(O)=O)[C@@H](/C=C/[C@H](O)CCCCC)[C@H](O)C1. InChi Code: InChI=1S/C20H34O5/c1-2-3-4-5-6-7-10-16-17(19(23)14-18(16)22)13-12-15(21)9-8-11-20(24)25/h6-7,12-13,15-19,21-23H,2-5,8-11,14H2,1H3,(H,24,25)/b7-6-,13-12+/t15?,16-,17+,18-,19+/m1/s1. InChi Key: RZCPXIZGLPAGEV-SUHLLOIRSA-N.