8-iso Prostaglandin F2β • 8-<wbr/><span class="foreign">epi</span> PGF<sub>2β</sub>; 8-<wbr/><span class="foreign">iso</span> PGF<sub>2β</sub>; 8-<wbr/><span class="foreign">iso</span>-<wbr/>9β-<wbr/>PGF<sub>2α</sub> (CAS 177020-26-7) (Inchi key PXGPLTODNUVGFL-HMALSPAFSA-N) || Cayman Chemical | Supplier
8-iso Prostaglandin F
Item № 16370
CAS № 177020-26-7
Purity >98%
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CART TOTAL $0.00
1 mg $59.00 $0.00
5 mg $266.00 $0.00
10 mg $472.00 $0.00

Pricing updated 2015-08-30. Prices are subject to change without notice.

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Description
Synonyms
  • 8-epi PGF
  • 8-iso PGF
  • 8-iso-9β-PGF

8-iso Prostaglandin F (8-iso PGF) is an isomer of PGF with a non-enzymatic, non-cyclooxygenase origin. It is one of 64 possible isomers of PGF which can be produced by free radical peroxidation of arachidonic acid. 8-iso PGF exhibits very weak contraction of human umbilical vein artery1 and does not promote aggregation of human whole blood.1,2 However, 8-iso PGF 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 PGF3,4

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Technical Information
Formal Name 9β,​11α,​15S-​trihydroxy-​(8β)-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 177020-26-7
Synonyms
  • 8-epi PGF
  • 8-iso PGF
  • 8-iso-9β-PGF
Molecular Formula C20H34O5
Formula Weight 354.5
Purity >98%
Formulation A solution in methyl acetate
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 ​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

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
Product Downloads & Resources
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Download Product Insert 112 Kb PDF

Download Safety Data Sheet (SDS) 31 Kb PDF

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Additional Information

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References & Background Reading
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 129 509-514 (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 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 132 127-134 (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).

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