| Identification | Back Directory | [Name]
8(9)-EpETE | [CAS]
851378-93-3 | [Synonyms]
8(9)-EpETE
8,9-epoxy-5(Z),11(Z),14(Z),17(Z)-eicosatetraenoic acid
5-Heptenoic acid, 7-[3-(2Z,5Z,8Z)-2,5,8-undecatrien-1-yl-2-oxiranyl]-, (5Z)- | [Molecular Formula]
C20H30O3 | [MOL File]
851378-93-3.mol | [Molecular Weight]
318.45 |
| Chemical Properties | Back Directory | [Boiling point ]
460.232±30.00 °C(Press: 760.00 Torr)(predicted) | [density ]
0.996±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [solubility ]
DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS (pH 7.2): 1 mg/ml | [pka]
4.754±0.10(predicted) |
| Hazard Information | Back Directory | [Description]
Eicosapentaenoic acid (EPA; ) is converted to epoxyeicosatetraenoic acids (EpETEs) by several cytochrome P450 isoforms. The major product of this epoxygenase pathway, (±)17(18)-EpETE , relaxes vascular and airway smooth muscle by activating large conductance Ca2+-activated K+ (BKCa) channels by directly interacting with BKα channel subunits. (±)8(9)-EpETE is an epoxygenase pathway product produced from EPA by CYP450 both in vitro and in vivo. The biological actions and physiological effects of this epoxide remain to be determined. | [Uses]
Eicosapentaenoic acid (EPA) is converted to epoxyeicosatetraenoic acids (EpETEs) by several cytochrome P450 isoforms. The major product of this epoxygenase pathway, (±)17(18)-EpETE, relaxes vascular and airway smooth muscle by activating large conductance Ca2+-activated K+ (BKCa) channels by directly interacting with BKα channel subunits. (±)8(9)-EpETE is an epoxygenase pathway product produced from EPA by CYP450 both in vitro and in vivo. | [References]
[1] Lauterbach, et al. Cytochrome P450-dependent eicosapentaenoic acid metabolites are novel BK channel activators. Hypertension 39(2 Pt. 2), 609-613 (2002). |
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