A metabolite of adrenic acid
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(±)16,17-EDT

Item No. 38939

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-(2R,3S)-15-(3-pentyl-2-oxiranyl)-7Z,10Z,13Z-pentadecatrienoic acid
CAS Number
351533-79-4
Synonyms
  • (±)-Dihomo-16,17-EET
  • (±)16,17-EpDoTrE
  • (±)16,17-Epoxydocosatrienoic Acid
Molecular Formula
C22H36O3
Formula Weight
348.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/ml
SMILES
OC(CCCCC/C=C\C/C=C\C/C=C\C[C@@H]1[C@@H](O1)CCCCC)=O.OC(CCCCC/C=C\C/C=C\C/C=C\C[C@H]2[C@H](O2)CCCCC)=O
InChi Code
InChI=1S/2C22H36O3/c2*1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h2*5-8,12,15,20-21H,2-4,9-11,13-14,16-19H2,1H3,(H,23,24)/b2*7-5-,8-6-,15-12-/t2*20-,21+/m10/s1
InChi Key
IYZYREROFGCJLP-XPAVTOSDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $54

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    50 µg

    $97

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    100 µg

    $184

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    500 µg

    $809

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    Product Description

    (±)16,17-EDT is an oxylipin and a metabolite of adrenic acid (Item No. 90300) formed via the cytochrome P450 (CYP) pathway.1,2 It induces dilation of isolated porcine arterioles (EC50 = 11 pM).3 (±)16,17-EDT also induces relaxation of isolated bovine coronary arteries precontracted with the TP receptor agonist U-46619 (Item No. 16450).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yi, X.-Y., Gauthier, K.M., Cui, L., et al. Metabolism of adrenic acid to vasodilatory 1α,1β-dihomo-epoxyeicosatrienoic acids by bovine coronary arteries. Am. J. Physiol. Heart Circ. Physiol. 292(5), H2265-H2274 (2007).

    2. Singh, N., Barnych, B., Wagner, K.M., et al. Adrenic acid-derived epoxy fatty acids are naturally occurring lipids and their methyl ester prodrug reduces endoplasmic reticulum stress and inflammatory pain. ACS Omega 6(10), 7165-7174 (2021).

    3. Zhang, Y., Oltman, C.L., Lu, T., et al. EET homologs potently dilate coronary microvessels and activate BKCa channels. Am. J. Physiol. Heart Circ. Physiol. 280(6), H2430-H2440 (2001).