A potent vasodilator and inhibitor of platelet aggregation
Related Products
API Version(s)
30010GMP Epoprostenol sodium salt
Parent Compound(s)
17020Prostaglandin H2
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Prostaglandin I2 (sodium salt)

Item No. 18220

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,9α-epoxy-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-oic acid, monosodium salt
CAS Number
61849-14-7
Synonyms
  • Epoprostenol
  • PGI2
  • Prostacyclin
Molecular Formula
C20H31O5 • Na
Formula Weight
374.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/ml*PBS (pH >10.2): 10 mg/mlWater: 10 mg/ml
SMILES
CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1C/C(O2)=C/CCCC([O-])=O.[Na+]
InChi Code
InChI=1S/C20H32O5.Na/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22;/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24);/q;+1/p-1/b11-10+,15-8-;/t14-,16+,17+,18+,19-;/m0./s1
InChi Key
LMHIPJMTZHDKEW-XQYLJSSYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Prostaglandin I2 (PGI2) is an unstable cyclooxygenase metabolite detected first in vascular endothelial cells.1,2,3 It elevates platelet cAMP and is a potent vasodilator and inhibitor of human platelet aggregation with an IC50 of 5 nM.4 PGI2 is stable in basic buffers (pH=8), but it is rapidly hydrolyzed to 6-keto PGF1α in neutral or acidic solutions. The half-life is short both in vivo and in vitro, ranging from 30 seconds to a few minutes. PGI2 is administered by continuous infusion in humans for the treatment of idiopathic pulmonary hypertension.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moncada, S., Gryglewski, R., Bunting, S., et al. An enzyme isolated from arteries transforms prostaglandin endoperoxides to an unstable substance that inhibits platelet aggregation. Nature 263(5579), 663-665 (1976).

    2. Johnson, R.A., Morton, D.R., Kinner, J.H., et al. The chemical structure of prostaglandin X (prostacyclin). Prostaglandins 12(6), 915-928 (1976).

    3. Stehle, R.G. Physical chemistry, stability, and handling of prostaglandins E2, F2α, D2 and I2: A critical summary. Methods Enzymol. 86, 436-459 (1982).

    4. Aristoff, P.A., Johnson, P.D., and Harrison, A.W. Synthesis of 9-substituted carbacyclin analogues. The Journal of Organic Chemistry 48(26), 5341-5348 (1983).

    5. McLaughlin, V.V., Genthner, D.E., Panella, M.M., et al. Reduction in pulmonary vascular resistance with long-term epoprostenol (prostacyclin) therapy in primary pulmonary hypertension. N. Engl. J. Med. 338(5), 273-277 (1998).