An oxylipin
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5S(6R)-EET

Item No. 9004349

Technical Information
Formal Name
(2S,3R)-3-(2Z,5Z,8Z)-2,5,8-tetradecatrien-1-yl-2-oxiranebutanoic acid
CAS Number
98103-47-0
Synonyms
  • 5S(6R)-EpETrE
  • 5S(6R)-epoxy-8(Z),11(Z),14(Z)-ETrE
  • 5S(6R)-epoxy-all-cis-8,11,14-Eicosatrienoic Acid
  • 5S(6R)-Epoxyeicosatrienoic Acid
  • FA 20:4;O
Molecular Formula
C20H32O3
Formula Weight
Purity
≥95%
A 250 µg/ml solution in ethanol
Acetonitrile: Sparingly Soluble: 1-10 mg/mlEthanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
CCCCC/C=C\C/C=C\C/C=C\C[C@@H](O1)[C@@H]1CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-/t18-,19+/m1/s1
InChi Key
VBQNSZQZRAGRIX-GSKBNKFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    5S(6R)-EET is an oxylipin. It depolarizes transepithelial voltage in isolated rabbit renal cortical collecting duct when applied to the luminal side at a concentration of 1 µM.1 In solution, 5(6)-EET degrades into 5,6-DiHET and 5(6)-δ-lactone, which can be converted to 5(6)-DiHET and quantified by GC-MS.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sakairi, Y., Jacobson, H.R., Noland, T.D., et al5,6-EET inhibits ion transport in collecting duct by stimulating endogenous prostaglandin synthesis. Am. J. Physiol. 268(5 Pt 2), F931-F939 (1995).

    2. Rashid, M., Manivet, P., Nishio, H., et alIdentification of the binding sites and selectivity of sarpogrelate, a novel 5-HT2 antagonist, to human 5-HT2A, 5-HT2B and 5-HT2C receptor subtypes by molecular modeling. Life Sci. 73(2), 193-207 (2003).