The theoretical first metabolite of 8-iso PGE2 via the 15-hydroxy PGDH pathway
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8-iso-15-keto Prostaglandin E2

Item No. 14390

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8β)-11α-hydroxy-9,15-dioxo-prosta-5Z,13E-1-oic acid
CAS Number
914804-63-0
Synonyms
  • 8-epi-15-keto PGE2
  • 8-iso-15-keto PGE2
Molecular Formula
C20H30O5
Formula Weight
350.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 33 mg/mlDMSO: 20 mg/mlEthanol: 33 mg/mlPBS (pH 7.2): 1.4 mg/ml
SMILES
CCCCCC(/C=C/[C@H]([C@@H]1C/C=C\CCCC(O)=O)[C@H](O)CC1=O)=O
InChi Code
InChI=1S/C20H30O5/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/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17+,19+/m0/s1
InChi Key
YRTJDWROBKPZNV-RSNVZYGJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    8-iso-15-keto Prostaglandin E2 (8-iso-15-keto PGE2) is an isoprostane, one member of a large family of biomarkers produced by the free radical peroxidative degradation of membrane lipids.1 8-iso-15-keto PGE2 is the theoretical first metabolite of 8-iso PGE2 via the 15-hydroxy PGDH pathway. While a number of potent biological activities have been attributed to 8-iso PGE2, there are no published reports at this time regarding its metabolism.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc. Natl. Acad. Sci. USA 87(23), 9383-9387 (1990).

    2. 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).