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Submit ReviewMisoprostol
Description: Cytoprotective PGE1 analog
Chemical Name: (±)-(11a,13E)-11,16-Dihydroxy-16-methyl-9-oxo-prost-13-en-1-oic acid methyl ester
Purity: ≥99% (HPLC)
Biological Activity
Cytoprotective prostaglandin E1 analog that displays agonist activity at EP receptors. Ki values are 120, 250, 67 and 67 nM at cloned mouse EP1, EP2, EP3 and EP4 receptors respectively. Prevents NSAID-induced gastric ulceration.
Technical Data
| M. Wt | 382.53 |
| Formula | C22H38O5 |
| Storage | Desiccate at -20°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 59122-46-2 |
| PubChem ID | 5282381 |
| InChI Key | OJLOPKGSLYJEMD-URPKTTJQSA-N |
| Smiles | O[C@@H]1CC([C@H](CCCCCCC(OC)=O)[C@H]1/C=C/CC(O)(C)CCCC)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 38.25 | 100 | |
| DMSO | 38.25 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 382.53. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.61 mL | 13.07 mL | 26.14 mL |
| 5 mM | 0.52 mL | 2.61 mL | 5.23 mL |
| 10 mM | 0.26 mL | 1.31 mL | 2.61 mL |
| 50 mM | 0.05 mL | 0.26 mL | 0.52 mL |
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References
References are publications that support the biological activity of the product.
Graham et al (1988) Prevention of NSAID-induced gastric ulcer with misoprostol: multicentre, double-blind, placebo-controlled trial. Lancet 2 1277 PMID: 2904006
Smith et al (1994) Characterization of dilator prostanoid receptors in the fetal rabbit ductus arteriosus. J.Pharmacol.Exp.Ther. 271 390 PMID: 7965740
Kiriyama et al (1997) Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br.J.Pharmacol. 122 217 PMID: 9313928
If you know of a relevant reference for Misoprostol, please let us know.
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Keywords: Misoprostol, Misoprostol supplier, Cytoprotective, PGE1, EP1, EP2, EP3, EP4, Receptors, Prostanoid, prostaglandins, prostacyclins, eicosanoids, 2297, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Misoprostol, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
Citations for Misoprostol
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