| Identification | Back Directory | [Name]
8-isoprostaglandin A2 | [CAS]
474391-66-7 | [Synonyms]
8-isoprostaglandin A2 MYHXHCUNDDAEOZ-UKUWKSPLSA-N | [Molecular Formula]
C20H30O4 | [MDL Number]
MFCD12912353 | [MOL File]
474391-66-7.mol | [Molecular Weight]
334.45 |
| Chemical Properties | Back Directory | [Boiling point ]
515.3±50.0 °C(Predicted) | [density ]
1.103±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: >75 mg/ml; DMSO: >50 mg/ml; Ethanol: >100 mg/ml; PBS pH 7.2: >2.4 mg/ml | [pka]
4.75±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
Isoprostanes are prostaglandin (PG)-like compounds produced in vivo by free radical-catalyzed peroxidation of arachidonoyl-containing lipids. 8-iso PGA2 is one of several isoprostanes produced from peroxidation of arachidonic acid esterified in phospholipids. 8-iso PGA2 is the dehydration product of 8-iso PGE2, a potent renal vasoconstrictor. Evidence for the in vivo production of 8-iso PGA2 has been shown in rat liver under conditions of oxidative stress. There are no published studies of the pharmacological properties of 8-iso PGA2. | [Uses]
15-A2t-Isoprostane (8-iso Prostaglandin A2) is an isoprostaglandin produced by the non-enzymatic oxidation of arachidonic acid[1][2][3]. | [Definition]
ChEBI: 8-iso Prostaglandin A2 is a prostanoid. | [References]
[1] Chen Y, et al. Formation of reactive cyclopentenone compounds in vivo as products of the isoprostane pathway. J Biol Chem. 1999 Apr 16;274(16):10863-8. DOI:10.1074/jbc.274.16.10863 [2] Musiek ES, et al. Cyclopentenone isoprostanes are novel bioactive products of lipid oxidation which enhance neurodegeneration. J Neurochem. 2006 Jun;97(5):1301-13. DOI:10.1111/j.1471-4159.2006.03797.x [3] Benndorf RA, et al. Isoprostanes inhibit vascular endothelial growth factor-induced endothelial cell migration, tube formation, and cardiac vessel sprouting in vitro, as well as angiogenesis in vivo via activation of the thromboxane A(2) receptor: a potential link between oxidative stress and impaired angiogenesis. Circ Res. 2008 Oct 24;103(9):1037-46. DOI:10.1161/CIRCRESAHA.108.184036 |
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