Formulation: A solution in methyl acetate
Formal Name: methyl 7-((1R,2R,3R)-3-hydroxy-2-((E)-4-hydroxy-4-(methyl-d3)oct-1-en-1-yl-5,5-d2)-5-oxocyclopentyl)heptanoate
Purity: ≥99% deuterated forms (d1-d5)
Formula Markup: C22H33D5O5
Formula Weight: 387,6
Shelf life (days): 365
Notes: Misoprostol-d5 is intended for use as an internal standard for the quantification of misoprostol (Item No. 13820) by GC- or LC-MS. Misoprostol is an analog of prostaglandin E1 (PGE1; Item No. 13010) and an agonist of the PGE2 receptor subtypes EP2 and EP3.{8322,1752,59038} It binds to EP1, EP2, EP3-III, and EP4 receptors (Kis = 35.675, 10.249, 0.319, 5.499 μM, respectively) and is selective for EP receptors over DP, FP, IP, and TP receptors (Kis = >100 μM for all).{8322} Misoprostol inhibits electrically induced twitch contraction in isolated guinea pig ileum circular muscle and vas deferens (EC50s = 102.92 and 4.3 nM, respectively), which endogenously express high levels of EP2 and EP3 receptors, respectively.{59038,3411} It inhibits FMLP-induced superoxide anion generation in human neutrophils (EC50 = 0.35 μM).{1752} Misoprostol inhibits ethanol-induced gastric lesion formation in rats (ED50 = 0.31 μg/kg).{1754} Formulations containing misoprostol have been used in the prevention of NSAID-induced gastric ulcers.