A PGE1 analog and agonist of EP2 and EP3 receptors
Related Products
Labeled Version(s)
10216Misoprostol-d5
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Misoprostol

Item No. 13820

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-11α,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
≥98%
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS (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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $33

    Add

    5 mg

    $108

    Add

    10 mg

    $165

    Add

    25 mg

    $372

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Misoprostol is an analog of prostaglandin E1 (PGE1; Item No. 13010) and an agonist of the PGE2 receptor subtypes EP2 and EP3.1,2,3 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).1 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.3,4 It inhibits FMLP-induced superoxide anion generation in human neutrophils (EC50 = 0.35 μM).2 Misoprostol inhibits ethanol-induced gastric lesion formation in rats (ED50 = 0.31 μg/kg).5 Formulations containing misoprostol have been used in the prevention of NSAID-induced gastric ulcers.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim. Biophys. Acta 1483(2), 285-293 (2000).

    2. Talpain, E., Armstrong, R.A., Coleman, R.A., et al. Characterization of the PGE receptor subtype mediating inhibition of superoxide production in human neutrophils. Br. J. Pharmacol. 114(7), 1459-1465 (1995).

    3. Savage, M.A., Moummi, C., Karabatsos, P.J., et al. SC-46275: A potent and highly selective agonist at the EP3 receptor. Prostaglandins Leukot. Essent. Fatty Acids 49(6), 939-943 (1993).

    4. Nials, A.T., Coleman, R.A., Hartley, D., et al. AH13205 - a novel selective prostanoid EP2 agonist. Br. J. Pharmacol. 102, 24P (1991).

    5. Bunce, K.T., Clayton, N.M., Coleman, R.A., et al. GR63799X - a novel prostanoid with selectivity for EP3 receptors. Adv. Prostaglandin Thromboxane Leukot. Res. 21(A), 379-382 (1990).