Misoprostol
Misoprostol is a cytoprotective prostaglandin E1 analog, which displays agonist activity against the EP1, EP2, EP3 and EP4 subtypes of the prostaglandin E receptor stably expressed in Chinese hamster ovary cells, with Ki values of 120, 250, 67 and 67 nM. The stimulation of prostaglandin receptors in the stomach reduces gastric acid secretion, thus exerting protective effect on the gastrointestinal mucosa. Misoprostol has been approved for the prevention and treatment of nonsteroidal anti-inflammatory drug (NSAID)-induced gastric ulcers in patients taking NSAIDs and at high risk for ulceration.?
References:
1.?Kiriyama M, Ushikubi F, Kobayashi T, et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. British Journal of Pharmacology, 1997, 122(2): 217-224.
2.?Krugh M, Maani CV. Misoprostol. 2021 Jul 13. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan.
3. Izzettin FV, Sancar M, Okuyan B, et al. Comparison of the protective effects of various antiulcer agents alone or in combination on indomethacin-induced gastric ulcers in rats. Experimental and Toxicologic Pathology, 2012, 64(4): 339-343.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 382.53 |
| Cas No. | 59122-46-2 |
| Formula | C22H38O5 |
| Solubility | insoluble in EtOH; insoluble in H2O; ≥11.05 mg/mL in DMSO |
| Chemical Name | methyl 7-((1R,2R,3R)-3-hydroxy-2-((E)-4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl)heptanoate |
| SDF | Download SDF |
| Canonical SMILES | CCCCC(C/C([H])=C([H])/[C@]1([H])[C@@](C(C[C@@]1([H])O)=O)([H])CCCCCCC(OC)=O)(O)C |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Animal experiment:[3] | |
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Animal models |
Indomethacin-induced gastric ulcer rat model |
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Dosage form |
10 or 100 μg/kg Once daily by intragastric route for 5 days |
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Applications |
In a rat model of gastric ulcers, 100 μg/kg misoprostol, 10 μg/kg misoprostol, and combination of 10 μg/kg misoprostol plus 1.5 mg/kg omeprazole and 10 μg/kg misoprostol plus 10 mg/kg ranitidine were found to be effective in the prevention of indomethacin-induced gastric lesions. The prevention rates achieved by these treatments were 71.4%, 50%, 52.4% and 50%, respectively. |
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Note |
The technical data provided above is for reference only. |
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References: 1. Kiriyama M, Ushikubi F, Kobayashi T, et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. British Journal of Pharmacology, 1997, 122(2): 217-224. 2. Krugh M, Maani CV. Misoprostol. 2021 Jul 13. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan. 3. Izzettin FV, Sancar M, Okuyan B, et al. Comparison of the protective effects of various antiulcer agents alone or in combination on indomethacin-induced gastric ulcers in rats. Experimental and Toxicologic Pathology, 2012, 64(4): 339-343. |
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Quality Control & MSDS
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Chemical structure
