A major metabolite of EPA
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Labeled Version(s)
10009998(±)8(9)-DiHET-d11
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(±)8(9)-DiHETE

Item No. 10473

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8,9-dihydroxy-5Z,11Z,14Z,17Z-eicosatetraenoic acid
CAS Number
867350-87-6
Molecular Formula
C20H32O4
Formula Weight
336.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C[C@@H](O)[C@H](O)C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-12-15-18(21)19(22)16-13-10-11-14-17-20(23)24/h3-4,6-7,9-10,12-13,18-19,21-22H,2,5,8,11,14-17H2,1H3,(H,23,24)/b4-3-,7-6-,12-9-,13-10-/t18-,19-/m1/s1
InChi Key
NXFSSCYFERVGJQ-DRLKDTPDSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $116

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    100 µg

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    Product Description

    (±)8(9)-DiHETE is a major metabolite of the 20:5 ω-3 fatty acid eicosapentaenoic acid (EPA; Item No. 90110).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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).