Misoprostol

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Cat.No. 2297 - Misoprostol | C22H38O5 | CAS No. 59122-46-2
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)
Datasheet
Citations
Reviews
Literature

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.

All Tocris products are intended for laboratory research use only.

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 solvent 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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Product Datasheets

Certificate of Analysis / Product Datasheet
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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


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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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Literature in this Area

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