A potent, metabolically stable analog of 14(15)-EpETrE
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(±)14(15)-EET-SI

Item No. 10009286

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(methylsulfonyl)-13-(3-pentyloxiranyl)-5Z,8Z,11Z-tridecatrienamide
CAS Number
218461-97-3
Synonyms
  • 14,15-EpETrE-SI
  • 14(15)-EET-SI
  • 14(15)-EET-sulfonimide
Molecular Formula
C21H35NO4S
Formula Weight
397.6
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
SMILES
CCCCC[C@H]1O[C@H]1C/C=C\C/C=C\C/C=C\CCCC(=O)NS(=O)(=O)C
InChi Code
InChI=1S/C21H35NO4S/c1-3-4-13-16-19-20(26-19)17-14-11-9-7-5-6-8-10-12-15-18-21(23)22-27(2,24)25/h5,7-8,10-11,14,19-20H,3-4,6,9,12-13,15-18H2,1-2H3,(H,22,23)/b7-5-,10-8-,14-11-/t19-,20+/m1/s1
InChi Key
UPGGGACSUDOHOT-AWVFLLPBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 µg

    $90

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    50 µg

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    100 µg

    $315

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    Product Description

    (±)14(15)-EET-SI is the methyl sulfonamide analog of 14(15)-EET. This substitution results in a metabolically more stable compound because it is not sensitive to β-oxidation or membrane esterification. (±)14(15)-EET-SI is equipotent to 14(15)-EET in vascular agonist activity as measured by relaxation of precontracted bovine coronary arteries.1 In addition, 14(15)-EET and the methyl sulfonamide analog both stimulate tyrosine phosphorylation and induce mitogenesis in renal epithelial cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gauthier, K.M., Falck, J.R., Reddy, L.M., et al. 14,15-EET analogs: Characterization of structural requirements for agonist and antagonist activity in bovine coronary arteries. Pharmacol. Res. 49(6), 515-524 (2004).

    2. Chen, J.K., Falck, J.R., Reddy, K.M., et al. Epoxyeicosatrienoic acids and their sulfonimide derivatives stimulate tyrosine phosphorylation and induce mitogenesis in renal epithelial cells. The Journal of Biological Chemisty 273(44), 29254-29261 (1998).