LIPID MAPS

Structure Database (LMSD)

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Common Name

(+/-)14,15-EpETrE-d11

Systematic Name

14,15-epoxy-5Z,8Z,11Z-eicosatrienoic-16,16,17,17,18,18,19,19,20,20,20-d11 acid

Synonyms

(±)14,15-EET-d11

LM ID

LMFA03080028

Formula

C₂₀H₂₁D₁₁O₃

Exact Mass

Calculate m/z

331.30419

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View spectra on LIPID MAPS Standard Spectra DB

Classification

Biological Context

(±)14(15)-EET-d11 is intended for use as an internal standard for the quantification of (±)14(15)-EET by GC- or LC-MS. 14(S),15(R)-EET and 14(R),15(S)-EET are formed via epoxidation of arachidonic acid by a variety of cytochrome P450 (CYP) isoforms.¹ 14(S),15(R)-EET is produced at a higher proportion by CYP2C23, whereas 14(R),15(S)-EET is produced at a greater proportion by CYP2B2 and CYP2C24.

This information has been provided by Cayman Chemical

References

1. Capdevila, J.H., Falck, J.R., and Harris, R.C. Cytochrome P450 and arachidonic acid bioactivation: Molecular and functional properties of the arachidonate monooxygenase. J. Lipid Res. 41(2), 163-181 (2000).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthetic deuterated standard

String Representations

InChiKey (Click to copy)

JBSCUHKPLGKXKH-LNTVGFLJSA-N

InChi (Click to copy)

InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-/i1D3,2D2,3D2,12D2,15D2

SMILES (Click to copy)

C(/C=C\C/C=C\CCCC(=O)O)/C=C\CC1OC1C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H]