8-iso Prostaglandin F

Cayman Chemical Item Number 16370

8-epi PGF; 8-iso PGF; 8-iso-9β-PGF (CAS 177020-26-7)

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Description

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

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).

Synonyms
  • 8-epi PGF
  • 8-iso PGF
  • 8-iso-9β-PGF
Formal Name 9β,​11α,​15S-​trihydroxy-​(8β)-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 177020-26-7
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A solution in methyl acetate
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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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
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​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
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PXGPLTODNUVGFL-HMALSPAFSA-N

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8-iso Prostaglandin F is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $59.00 $0.00
5 mg $266.00 $0.00
10 mg $472.00 $0.00
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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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