An isomer of PGF2α produced by free radical peroxidation of arachidonic acid
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8-iso Prostaglandin F2β

Item No. 16370

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8β)-9β,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-oic acid
CAS Number
177020-26-7
Synonyms
  • 8-epi PGF2β
  • 8-iso PGF2β
  • 8-iso-9β-PGF2α
Molecular Formula
C20H34O5
Formula Weight
354.5
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
10 mM Na2CO3: >6.5 mg/mlDMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS pH 7.2: >10 mg/ml
SMILES
O[C@H]1[C@@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,18+,19+/m0/s1
InChi Key
PXGPLTODNUVGFL-HMALSPAFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    8-iso Prostaglandin F2β (8-iso PGF2β) is an isomer of PGF2α with a non-enzymatic, non-cyclooxygenase origin. It is one of 64 possible isomers of PGF2α which can be produced by free radical peroxidation of arachidonic acid. 8-iso PGF2β exhibits very weak contraction of human umbilical vein artery and does not promote aggregation of human whole blood.1,2 However, 8-iso PGF2β moderately contracts both the canine and porcine pulmonary vein, although the effect is much weaker than that exhibited by other isoprostanes such as 8-iso PGE1, 8-iso PGE2, or 8-iso PGF2α3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Oliveira, L., Stallwood, N.A., and Crankshaw, D.J. Effects of some isoprostanes on the human umbilical artery in vitro. Br. J. Pharmacol. 129(3), 509-514 (2000).

    2. Cranshaw, J.H., Evans, T.W., and Mitchell, J.A. Charcterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br. J. Pharmacol. 132(8), 1699-1706 (2001).

    3. Janssen, L.J., Premji, M., Netherton, S., et al. Vasoconstrictor actions of isoprostanes via tyrosine kinase and Rho kinase in human and canine pulmonary vascular smooth muscles. Br. J. Pharmacol. 132(1), 127-134 (2001).

    4. Janssen, L.J., and Tazzeo, T. Involvement of TP and EP3 receptors in vasoconstrictor responses to isoprostanes in pulmonary vasculature. J. Pharmacol. Exp. Ther. 301(3), 1060-1066 (2002).