LIPID MAPS

Structure Database (LMSD)

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Common Name

(+/-)14(15)-EpEDE

Systematic Name

(+/-)14,15-epoxy-8Z,11Z-eicosadienoic Acid

Synonyms

(+/-)13-(3-pentyl-2-oxiranyl)-8Z,11Z-tridecadienoic acid

LM ID

LMFA03000037

Formula

C₂₀H₃₄O₃

Exact Mass

Calculate m/z

322.250796

Sum Composition

FA 20:3;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View spectra on LIPID MAPS Standard Spectra DB

Classification

Biological Context

(±)14(15)-EpEDE is an EpEDE acid formed from 8,11,14-eicosatrienoic acid. This monoepoxide can be generated from the PUFA, in vitro, by the action of a strong oxidizing agent.¹ Alternatively, this compound may be produced, in vivo, by epoxidation of the PUFA by cytochrome P450 epoxygenases. The biological properties of this compound are poorly understood.

This information has been provided by Cayman Chemical

References

1. Fer, M., Goulitquer, S., Dréano, Y., et al. Determination of polyunsaturated fatty acid monoepoxides by high performance liquid chromatography-mass spectrometry. J. Chromatogr. A 1115, 1-7 (2006).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Determination of polyunsaturated fatty acid monoepoxides by high performance liquid chromatography-mass spectrometry.,
J Chromatogr A, 2006

Pubmed ID: 16545829

String Representations

InChiKey (Click to copy)

ZXBWLXDDSYHRTE-QGIBGKBZSA-N

InChi (Click to copy)

InChI=1S/C20H34O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6,10,13,18-19H,2-3,5,7-9,11-12,14-17H2,1H3,(H,21,22)/b6-4-,13-10-

SMILES (Click to copy)

C(CCCCCC/C=C\C/C=C\CC1OC1CCCCC)(=O)O