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(8,9-DiHETE

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(8,9-DiHETE Basic information

Product Name:
(8,9-DiHETE
Synonyms:
  • (8,9-DiHETE
  • 8,9-dihydroxy-5(Z),11(Z),14(Z),17(Z)-eicosatetraenoic acid
CAS:
867350-87-6
MF:
C20H32O4
MW:
336.46568
Mol File:
867350-87-6.mol
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(8,9-DiHETE Chemical Properties

solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 0.5 mg/ml
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(8,9-DiHETE Usage And Synthesis

Description

(±)8(9)-DiHETE is a major metabolite of the 20:5 ω-3 fatty acid eicosapentaenoic acid (EPA; ).1 It is produced in rat liver microsomes, but not renal microsomes, by the generation of the unstable intermediate 8,9-epoxy eicosatetraenoic acid from EPA by cytochrome P450 monooxygenases.1 Dietary EPA supplementation in humans results in substantial urinary excretion of vicinal diols, including 8,9, 11,12, and 14,15 forms.2

Definition

ChEBI: 8,9-DiHETE is a hydroxy fatty acid and a polyunsaturated fatty acid.

References

1. VanRollins, M., Frade, P.D., and Carretero, O.A. Oxidation of 5,8,11,14,17-eicosapentaenoic acid by hepatic and renal microsomes Biochim. Biophys. Acta 996,133-149(1988).
2. Knapp, H.R., Miller, A.J., and Lawson, J.A. Urinary excretion of diols derived from eicosapentaenoic acid during N-3 fatty acid ingestion Prostaglandins 42,47-53(1991).

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