(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1
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![(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1 structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/a96428d740e24394a3658db699ef7e21.png "(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1")
(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1
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CAS No:
112137-89-0
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Formula:
C21H36O5
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Chemical Name:
(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1
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Synonyms:
MISOPROSTOL FREE ACID;(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1;(11a,13E)-11,16-Dihydroxy-16-methyl-9-oxo-prost-13-en-1-oic Acid;(-15-Deoxy-(16RS)-16-hydroxy-16-methylprogestaglandin E;(+/-)-15-Deoxy-(16RS)-16-hydroxy-16-methylprogestaglandin E1;Misoprostol free acid,(±)-15-Deoxy-(16RS)-16-hydroxy-16-methylprostaglandin E1;Misoprostol Acid (10 mg in 1 mL Methyl Acetate);Misoprostol Acid, Technical Grade 65%DISCONTINUED. See M368760
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Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System
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CAS No:
(+/-)-15-DEOXY-[16RS]-16-HYDROXY-16-METHYLPROSTAGLANDIN E1 Use and Manufacturing
Misoprostol is a prostaglandin E1 analog with agonist activity mediated by EP2, EP3, and EP4 receptors. It has been shown to inhibit the formation of gastric lesions in rats (ED50 = 0.31 μg/kg), inhibit superoxide generation in human neutrophils (EC50 = 0.35 μM), and relax fetal rabbit ductus arteriosus (EC50 = 0.36 nM) in a concentration dependent manner. Misoprostol is commonly used in clinical medicine for the prevention of peptic ulcer disease. It has also been used in conjunction with mifepristone (RU-486; ) for the oral induction of first trimester abortion. Misoprostol contains a C-1 methyl ester and is readily absorbed and rapidly hydrolyzed in humans to the active free acid.
Computed Properties
Molecular Weight:368.5
XLogP3:3.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:13
Exact Mass:368.25627424
Monoisotopic Mass:368.25627424
Topological Polar Surface Area:94.8
Heavy Atom Count:26
Complexity:473
Undefined Atom Stereocenter Count:4
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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