ent-Prostaglandin E2

Enzymatically-derived PGE2 is an optically pure compound whereas PGE2 derived from the free radical-catalyzed peroxidation of arachidonate is a racemic mixture. Ent-PGE2 is the opposite enantiomer of PGE2. Significant amounts of racemic PGE2 (rac-PGE2) are generated in vitro and in vivo in settings of oxidative stress via the isoprostane pathway. A proposed mechanism for the formation of rac-PGE2 involves the base catalyzed equilibration from 15-E2t-isoprostane (8-iso-PGE2), generated from the 15-H2t-isoprostane endoperoxide.Formal Name: 9-oxo-11beta,15R-dihydroxy-(8beta,12alpha)-prosta-5Z,13E-dien-1-oic acid. CAS Number: 65085-69-0. Synonyms: ent-PGE2. Molecular Formula: C20H32O5. Formula Weight: 352.5. Purity: >98%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): 2 mg/ml. SMILES: O=C1[C@@H](C/C=C\CCCC(O)=O)[C@H](/C=C/[C@H](O)CCCCC)[C@@H](O)C1. InChi Code: InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m1/s1. InChi Key: XEYBRNLFEZDVAW-OBUVHCMGSA-N.