8-iso Prostaglandin F2α-d4 | CAS 211105-40-7

Element: prostaglandin alpha

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C-S » Chemicals » iso-prostaglandin-alpha-PX73967

Identification

8-iso Prostaglandin F2α-d4

CAS:

211105-40-7

EINECS:

Molecular Formula:

C₂₀H₃₀D₄O₅

MDL:

MFCD00797664

SMILES:

CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@@H]([C@H]1C/C=CC(C(CC(=O)O)([2H])[2H])([2H])[2H])O)O

Synonym:

8-iso prostaglandin f2alpha-d4 ; 8-isoprostane-d4 ; 9alpha, 11alpha, 15s-trihydroxy-(8beta)-prosta-5z, 13e-dien-1-oic-3,3,4,4-d4 acid ; 8-epi pgf2alpha-d4 ; 8-iso prostaglandin f2α-d4 ; ipf2alpha-iiid4

Description

8-iso PGF2α-d4 contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of 8-iso PGF2α by GC- or LC-mass spectrometry. 8-iso Prostaglandin F2α (8-iso PGF2α) is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids. It circulates in human plasma in two different forms - esterified in LDL phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF2α level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF2α levels are about 180-200 pg/mg of creatinine. 8-iso PGF2α is a weak TP receptor agonist in vascular smooth muscle. Conversely, 8-iso PGF2α inhibits platelet aggregation induced by U-46619 (10-6 M) and I-BOP (3 x 10-7 M) with IC5₅₀values of 1.6 x 10-6 M and 1.8 x 10-6 M, respectively.