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14(15)-EET-SI

Cayman Chemical Item Number 10009286

14(15)-EET-sulfonimide; 14(15)-EpETrE-SI (CAS 218461-97-3)

14(15)-EET-SI (CAS 218461-97-3)

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Description

Arachidonic acid is metabolized in the vascular endothelium to epoxytrienoic acids (EETs or EpETrEs) by cytochrome P450 enzymes. The EETs are released in response to acetylcholine, bradykinin, arachidonic acid, or cyclic stretch.1 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

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 49 515-524 (2004).

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

Synonyms
  • 14(15)-EET-sulfonimide
  • 14(15)-EpETrE-SI
Formal Name N-​(methylsulfonyl)-​13-​(3-​pentyloxiranyl)-​5Z,​8Z,​11Z-​tridecatrienamide
CAS Number 218461-97-3
Molecular Formula C21H35NO4S
Formula Weight 397.6
Formulation A solution in methyl acetate
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC[C@H]​1O[C@H]​1C/C=C\C/C=C\C/C=C\CCCC(=O)​NS(=O)​(=O)​C

Background Reading

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

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 49 515-524 (2004).
Size Price Quantity Subtotal
25 µg $65.00 $0.00
50 µg $124.00 $0.00
100 µg $234.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

14(15)-EET
14(15)-EET methyl ester

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