| Identification | Back Directory | [Name]
20-HEPE | [CAS]
116477-57-7 | [Synonyms]
20-HEPE
20-hydroxy-5(Z),8(Z),11(Z),14(Z),17(Z)-eicosapentaenoic acid
5,8,11,14,17-Eicosapentaenoic acid, 20-hydroxy-, (5Z,8Z,11Z,14Z,17Z)- | [Molecular Formula]
C20H30O3 | [MOL File]
116477-57-7.mol | [Molecular Weight]
318.45 |
| Chemical Properties | Back Directory | [Boiling point ]
482.3±33.0 °C(Predicted) | [density ]
0.998±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: miscible; DMSO: miscible; Ethanol: miscible; PBS (pH 7.2): 0.8 mg/ml | [pka]
4.75±0.10(Predicted) |
| Hazard Information | Back Directory | [Uses]
20-HEPE is a metabolite of eicosapentaenoic acid formed by ω-oxidation of EPA by cytochrome P450 (CYP) ω-oxidases, including human CYP4F3B. At 10 μM, it activates peroxisome proliferator-activated receptor α (PPARα) in COS-7 cells expressing a luciferase reporter gene. 20-HEPE also activates mouse transient receptor potential vanilloid receptor 1 (mTRPV1) in vitro but lacks analgesic activity in rats. | [Definition]
ChEBI: 20-HEPE is a HEPE obtained by hydroxylation at position 20 of all-cis-5,8,11,14,17-icosapentaenoic acid. It is a HEPE and a homoallylic alcohol. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid. It is a conjugate acid of a 20-HEPE(1-). | [storage]
Store at -20°C | [References]
[1] Harmon, et al. Oxygenation of ω-3 fatty acids by human cytochrome P450 4F3B: Effect on 20-hydroxyeicosatetraenoic acid production. Prostaglandins Leukot. Essent. Fatty Acids 75(3), 169-177 (2006). |
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