8-iso Prostaglandin F2alpha Ethanolamide

It has been reported that anandamide (AEA) can be used directly by cyclooxygenase-2 and specific prostaglandin H2 (PGH2) isomerases to produce ethanolamide congeners of the classical PGs, including PGF2alpha. PGF2alpha ethanolamide has also been reported to be biosynthesized by this mechanism when AEA was infused into the lung and liver of fatty acid amide hydrolase-deficient mice. However, the accumulation of AEA can also lead to isoprostane-type peroxidative decomposition. 8-iso PGF2alpha ethanolamide is a standard that allows one to distinguish these non-enzymatic decomposition products from "prostamides" that could be of enzymatic origin.Formal Name: N-(2-hydroxyethyl)-9alpha,11alpha,15S-trihydroxy-(8beta)-prosta-5Z,13E-dien-1-amide. Synonyms: iPF2alpha-III Ethanolamide, 8-Isoprostane Ethanolamide, 8-iso PGF2alpha Ethanolamide, 8-epi PGF2alpha Ethanolamide. Molecular Formula: C22H39NO5. Formula Weight: 397.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2) (1:8): .1 mg/ml. SMILES: O[C@@H]1[C@@H](C/C=C\CCCC(N([H])CCO)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1. InChi Code: InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18-,19+,20-,21+/m0/s1. InChi Key: XCVCLIRZZCGEMU-JJPTUHNDSA-N.