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Enzymatically-derived Prostaglandin F2alpha (PGF2alpha) is an optically pure compound whereas PGF2alpha derived from the free radical-catalyzed peroxidation of arachidonate is a racemic mixture. Ent-PGF2alpha is the opposite enantiomer of PGF2alpha. This compound can only be generated via the isoprostane pathway of free radical-catalyzed lipid peroxidation and has been implicated as a marker of oxidative stress. Levels of ent-PGF2alpha are elevated in human urine from heavy cigarette smokers and patients with hypercholesterolemia.Formal Name: 9beta,11beta,15R-trihydroxy-(8beta,12alpha)-prosta-5Z,13E-dien-1-oic acid. CAS Number: 54483-31-7. Synonyms: ent-PGF2alpha, (-)-Prostaglandin F2alpha. Molecular Formula: C20H34O5. Formula Weight: 354.5. 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[C@H]1[C@@H](C/C=C\CCCC(O)=O)[C@H](/C=C/[C@H](O)CCCCC)[C@@H](O)C1. InChi Code: InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m1/s1. InChi Key: PXGPLTODNUVGFL-FCINMJCXSA-N.
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