Classes > 17(18)-EpETE
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17(18)-EpETE

An EpETE obtained by formal epoxidation of the 17,18-double bond of all-cis-5,8,11,14,17-icosapentaenoic acid.

ChEBI ID: 72853

Members

There are 2 compounds belonging to this class, involving 2 studies.

MemberDefinitionRole
17(S),18(R)-EETeTrA 17(18)-EpETE in which the epoxy group has (17S,18R)-configuration.
17(R),18(S)-EETeTrA 17(18)-EpETE in which the epoxy group has (17R,18S)-configuration.

Research Growth

Pre-19901990-20002001-20102011-2020Post-2020
00020

Most Recent Studies

Article
Development of Robust 17(
    Journal of medicinal chemistry, 2019, 11-27, Volume: 62, Issue:22
    17(
17(R),18(S)-epoxyeicosatetraenoic acid, a potent eicosapentaenoic acid (EPA) derived regulator of cardiomyocyte contraction: structure-activity relationships and stable analogues.
    Journal of medicinal chemistry, 2011, Jun-23, Volume: 54, Issue:12
    17(R),18(S)-epoxyeicosatetraenoic acid [17(R),18(S)-EETeTr], a cytochrome P450 epoxygenase metabolite of eicosapentaenoic acid (EPA), exerts negative chronotropic effects and protects neonatal rat cardiomyocytes against Ca(2+)-overload with EC(50) ≈ 1-2 nM. Structure-activity studies revealed that a cis-Δ(11,12)- or Δ(14,15)-olefin and a 17(R),18(S)-epoxide are minimal structural elements for antiarrhythmic activity whereas antagonist activity was often associated with the combination of a Δ(14,15)-olefin and a 17(S),18(R)-epoxide. Compared with natural material, the agonist and antagonist analogues are chemically and metabolically more robust and several show promise as templates for future development of clinical candidates.