LIPID MAPS

Structure Database (LMSD)

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Common Name

8S-HETrE

Systematic Name

8S-hydroxy-9E,11Z,14Z-eicosatrienoic acid

Synonyms

LM ID

LMFA03050011

Formula

C₂₀H₃₄O₃

Exact Mass

Calculate m/z

322.250795

Sum Composition

FA 20:3;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

5(S)-HETrE is a metabolite of the ω-6 fatty acid γ-linolenic acid (GLA).¹ It is formed from GLA by 5-lipoxygenase (5-LO) via a dihomo-γ-linolenic acid intermediate. Serum levels of 5(S)-HETrE are elevated a mouse model of high-fat high-sucrose diet-induced obesity.

This information has been provided by Cayman Chemical

References

1. Du, Y., Li, D.-X., Lu, D.-Y., et al. Lipid metabolism disorders and lipid mediator changes of mice in response to long-term exposure to high-fat and high sucrose diets and ameliorative effects of mulberry leaves. Food Funct. 13(8), 4576-4591 (2022).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010

Pubmed ID: 20671299

DOI: 10.1194/jlr.M009449

String Representations

InChiKey (Click to copy)

SKIQVURLERJJCK-RDCCVJQZSA-N

InChi (Click to copy)

InChI=1S/C20H34O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-10,13,16,19,21H,2-5,8,11-12,14-15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,16-13+/t19-/m1/s1

SMILES (Click to copy)

C(/C=C/[C@@H](O)CCCCCCC(O)=O)=C/C/C=C\CCCCC