Prostaglandin E2 Ethanolamide

Prostaglandin E2 ethanolamide (PGE2-EA) is an analog of PGE2 (Cay-14010) with improved water solubility and stability. PGE2-EA is formed via COX-2 metabolism of arachidonoyl ethanolamide (AEA, Cay-90050) and acts as an agonist at E prostanoid (EP) receptors 1-4 (Kis = 2.45, 0.46, 0.2, and 0.51 µM, respectively). It also inhibits indoleamine 2,3-dioxygenase-1 (IDO-1) in THP-1 cells and human monocytes (IC50s = 5.7 and 4.7 µM, respectively). PGE2-EA (10 µM) prevents morphological changes and F-actin rearrangement as well as reduces L-homocysteine-induced NLRP3 inflammasome formation and activation in podocytes. Ex vivo, PGE2-EA reduces luminal damage and lymphocyte infiltration in a human mucosal explant colitis model.Formal Name: N-(2-hydroxyethyl)-9-oxo-11alpha,15S-dihydroxy-prosta-5Z,13E-dien-1-amide. CAS Number: 194935-38-1. Synonyms: Dinoprostone Ethanolamide, PGE2-EA, Prostamide E2. Molecular Formula: C22H37NO5. Formula Weight: 395.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: >100 mg/ml, DMSO: >100 mg/ml, Ethanol: >100 mg/ml, PBS (pH 7.2): 12 mg/ml. SMILES: O=C1[C@H](C/C=C\CCCC(NCCO)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1. InChi Code: InChI=1S/C22H37NO5/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/h4,7,12-13,17-19,21,24-25,27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18+,19+,21+/m0/s1. InChi Key: GKKWUSPPIQURFM-IGDGGSTLSA-N.