LIPID MAPS

Structure Database (LMSD)

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Common Name

(+/-)13,14-DiHDoTrE

Systematic Name

13,14-dihydroxy-7Z,10Z,16Z-docosatrienoic acid

Synonyms

(+/-)13,14-DHDT
(+/-)13,14-Dihydroxydocosatrienoic Acid

LM ID

LMFA04000116

Formula

C₂₂H₃₈O₄

Exact Mass

Calculate m/z

366.277011

Sum Composition

FA 22:3;O2

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View ion mobility data

View spectra on the LIPID MAPS® Standards Spectra Database

Classification

Biological Context

(±)13,14-DiHDoTrE is an oxylipin and a racemic mixture of the (R)/(S) enantiomeric forms biosynthesized from the adrenic acid metabolite (±)13,14-EDT by soluble epoxide hydrolase (sEH).¹

This information has been provided by Cayman Chemical

References

1. 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).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rattus norvegicus (#10116)

Mammalia (#40674)

Adrenic Acid-Derived Epoxy Fatty Acids Are Naturally Occurring Lipids and Their Methyl Ester Prodrug Reduces Endoplasmic Reticulum Stress and Inflammatory Pain.,
ACS Omega, 2021

Pubmed ID: 33748630

DOI: 10.1021/acsomega.1c00241

String Representations

InChiKey (Click to copy)

INSGBWYBEGXSDL-AIVBDBLXSA-N

InChi (Click to copy)

InChI=1S/C22H38O4/c1-2-3-4-5-11-14-17-20(23)21(24)18-15-12-9-7-6-8-10-13-16-19-22(25)26/h6-7,11-12,14-15,20-21,23-24H,2-5,8-10,13,16-19H2,1H3,(H,25,26)/b7-6-,14-11-,15-12-

SMILES (Click to copy)

C(CCCCC/C=C\C/C=C\CC(O)C(O)C/C=C\CCCCC)(=O)O