An active metabolite of arachidonic acid and 8-iso PGF2α
Related Products
Parent Compound(s)
163508-iso Prostaglandin F2α
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2,3-dinor-8-iso Prostaglandin F1α

Item No. 15290

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3R,5S-dihydroxy-2R-[(1E,3S)-3-hydroxy-1S-octen-1-yl]-cyclopentanepentanoic acid
CAS Number
221664-04-6
Synonyms
  • 2,3-dinor-5,6-dihydro-15-F2t-IsoP
  • 2,3-dinor-5,6-dihydro-15-F2t-Isoprostane
  • 2,3-dinor-iPF1α-III
  • 2,3-dinor-8-iso PGF1α
Molecular Formula
C18H32O5
Formula Weight
328.4
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >50 mg/ml (from PGF1.alpha.)DMSO: >50 mg/ml (from PGF1.alpha.)Ethanol: >75 mg/ml (from PGF1.alpha.)PBS pH 7.2: >2 mg/ml (from PGF1.alpha.)
SMILES
O[C@@H]1[C@@H](CCCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C18H32O5/c1-2-3-4-7-13(19)10-11-15-14(16(20)12-17(15)21)8-5-6-9-18(22)23/h10-11,13-17,19-21H,2-9,12H2,1H3,(H,22,23)/b11-10+/t13-,14-,15+,16-,17+/m0/s1
InChi Key
XHHYJZGDOMKLEE-RLDLTEIJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $90

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    50 µg

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    100 µg

    $319

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    Product Description

    2,3-dinor-8-iso Prostaglandin F1α (2,3-dinor-8-iso PGF1α) is an isoprostane and active metabolite of arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) and the platelet aggregation inhibitor 8-iso PGF2α (Item No. 16350).1,2 It is formed by the non-enzymatic, free radical peroxidation of arachidonic acid.1 2,3-dinor-8-iso PGF1α induces vasoconstriction in isolated porcine retinal and brain microvessels (EC50s = 12.8 and 18.5 nM, respectively) but does not induce contraction of isolated rat aortic rings when used at a concentration of 31 µM.1,3 It increases thromboxane B2 (TXB2; Item No. 19030) levels in isolated porcine brain slices when used at a concentration of 1 µM, an effect that can be reversed by the thromboxane A synthase inhibitor CGS 12970, the voltage-gated calcium channel inhibitor SKF 96365 (Item No. 10009312), or nicotinic acetylcholine receptor (nAChR) antagonist α-conotoxin.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hou, X., Roberts, L.J., 2nd., Taber, D.F., et al. 2,3-Dinor-5,6-dihydro-15-F2t-isoprostane: A bioactive prostanoid metabolite. Am. J. Physiol. Regul. Integr. Comp. Physiol. 281(2), R391-R400 (2001).

    2. Roberts, L.J., II, Moore, K.P., Zackert, W.E., et al. Identification of the major urinary metabolite of the F2-isoprostane 8-iso-prostaglandin F2α in humans. The Journal of Biological Chemisty 271(34), 20617-20620 (1996).

    3. Cracowski, J.L., Camus, L., Durand, T., et al. Response of rat thoracic aorta to F2-isoprostane metabolites. J. Cardiovasc. Pharmacol. 39(3), 396-403 (2002).