Misoprostol

Misoprostol is an analog of prostaglandin E1 (PGE1, Cay-13010) and an agonist of the PGE2 receptor subtypes EP2 and EP3. 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). 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. It inhibits FMLP-induced superoxide anion generation in human neutrophils (EC50 = 0.35 µM). Misoprostol inhibits ethanol-induced gastric lesion formation in rats (ED50 = 0.31 µg/kg). Formulations containing misoprostol have been used in the prevention of NSAID-induced gastric ulcers.Formal Name: 9-oxo-11alpha,16-dihydroxy-16-methyl-prost-13E-en-1-oic acid, methyl ester. CAS Number: 59122-46-2. Synonyms: SC 29333. Molecular Formula: C22H38O5. Formula Weight: 382.5. Purity: >95%. Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: >100 mg/ml, DMSO: >50 mg/ml, Ethanol: >50 mg/ml, PBS (pH 7.2): >1.6 mg/ml. SMILES: CCCCC(C)(O)C/C=C/[C@H]([C@H]1CCCCCCC(OC)=O)[C@H](O)CC1=O. InChi Code: InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1. InChi Key: OJLOPKGSLYJEMD-URPKTTJQSA-N.