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179094-11-2

179094-11-2 Structure

179094-11-2 Structure
IdentificationBack Directory
[Name]

RZCPXIZGLPAGEV-SUHLLOIRSA-N
[CAS]

179094-11-2
[Synonyms]

(±)5-iPF2α-VI
RZCPXIZGLPAGEV-SUHLLOIRSA-N
Prosta-6,14-dien-1-oic acid, 5,9,11-trihydroxy-, (6E,8β,9α,11α,14Z)-
[Molecular Formula]

C20H34O5
[MOL File]

179094-11-2.mol
[Molecular Weight]

354.49
Chemical PropertiesBack Directory
[Boiling point ]

525.4±50.0 °C(Predicted)
[density ]

1.153±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS (pH 7.2): .5 mg/ml
[pka]

4.68±0.10(Predicted)
Hazard InformationBack Directory
[Description]

Isoprostanes are prostaglandin (PG)-like products of free-radical induced lipid peroxidation. Although the isoprostanes derived from arachidonic acid are the best characterized, many other polyunsaturated fatty acids can form isoprostanes. (±)5-iPF-VI is one of dozens of possible stereo- and regioisomeric isoprostanes which can be formed from arachidonic acid. To date, the most extensively studied of these is 8-isoprostane (8-epi-PGF, iPF-III). However, 8-isoprostane is a minor isoprostane constituent when compared to some of the other isomers which form in natural conditions of oxidative stress. (±)5-iPF-VI is an isoprostane from the unique Type VI class of isoprostanes. This class has been shown to be one of the major isoprostane products, in contrast to 8-isoprostane. In addition to being produced in greater abundance than 8-isoprostane, Type VI isoprostanes form internal lactones, which facilitates their extraction and purification from biological samples.
[Uses]

(±)5-iPF2α-VI (5-iso Prostaglandin F2α-VI) is the racemate of 5-iPF2α-VI. 5-iPF2α-VI is a regioisomeric isoprostane formed from arachidonic acid (AA) and is a biomarker of oxidative stress[1].
[storage]

Store at -20°C
[References]

[1] Morita Y, et al. Simultaneous analyses of urinary eicosanoids and related mediators identified tetranor-prostaglandin E metabolite as a novel biomarker of diabetic nephropathy. J Lipid Res. 2021;62:100120. DOI:10.1016/j.jlr.2021.100120
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