An isoprostane with renal vasoconstrictor and anti-platelet aggregation activity
Related Products
Isomer(s)
14010Prostaglandin E2
Labeled Version(s)
100113218-iso Prostaglandin E2-d4
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8-iso Prostaglandin E2

Item No. 14350

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8β)-11α,15S-dihydroxy-9-oxo-prosta-5Z,13E-dien-1-oic acid
CAS Number
27415-25-4
Synonyms
  • 8-iso PGE2
  • 8-epi PGE2
Molecular Formula
C20H32O5
Formula Weight
352.5
Purity
≥99%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (pH 7.2): >5 mg/ml
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)CCCCC)[C@H](C/C=C\CCCC(O)=O)C(C1)=O
InChi Code
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,19+/m0/s1
InChi Key
XEYBRNLFEZDVAW-CLQOMRTCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    8-iso Prostaglandin E2 (8-iso PGE2) is one of several isoprostanes produced from arachidonic acid during lipid peroxidation.1 It is a potent renal vasoconstrictor in the rat.1,2 8-iso PGE2 inhibits U-46619 or I-BOP-induced platelet aggregation with IC50 values of 0.5 and 5 µM, respectively.3 When infused into the renal artery of the rat at a concentration of 4 µg/kg/min, 8-iso PGE2 decreases the GFR and renal plasma flow by 80% without affecting blood pressure.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morrow, J.D., Minton, T.A., Mukundan, C.R., et al. Free radical-induced generation of isoprostanes in vivo. Evidence for the formation of D-ring and E-ring isoprostanes. The Journal of Biological Chemisty 269(6), 4317-4326 (1994).

    2. Hoffman, S.W., Moore, S., and Ellis, E.F. Isoprostanes: Free radical-generated prostaglandins with constrictor effects on cerebral arterioles. Stroke 28(4), 844-884 (1997).

    3. Longmire, A.W., Roberts, L.J., and Morrow, J.D. Actions of the E2-isoprostane, 8-iso-PGE2, on the platelet thromboxane/endoperoxide receptor in humans and rats: Additional evidence for the existence of a unique isoprostane receptor. Prostaglandins 48(4), 247-256 (1994).

    Product Citations

    Opere, C.A., Zheng, W.D., Huang, J., et al. Dual effect of isoprostanes on the release of [3H]D-aspartate from isolated bovine retinae: Role of arachidonic acid metabolites. Neurochem. Res. 30(1), 129-137 (2005).