LIPID MAPS

Structure Database (LMSD)

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Common Name

12S-HETrE

Systematic Name

12S-hydroxy-8Z,10E,14Z-eicosatrienoic acid

Synonyms

LM ID

LMFA03050036

Formula

C₂₀H₃₄O₃

Exact Mass

Calculate m/z

322.250796

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View spectra on LIPID MAPS Standard Spectra DB

Classification

Biological Context

12(S)-HETrE is produced by 12-lipoxygenase oxidation of dihomo-γ-linolenic acid (DGLA).¹ 12(S)-HETrE is reported to inhibit agonist-mediated platelet activation (IC50 = 40 µM), α granule secretion, integrin αIIbβ3 activation, Rap1 activation, and thrombin-induced clot retraction in vitro.¹

This information has been provided by Cayman Chemical

References

1. Ikei, K.N., Yeung, J., Apopa, P.L., et al. Investigations of human platelet-type 12-lipoxygenase: Role of lipoxygenase products in platelet activation. J. Lipid Res. 53(12), 2546-2559 (2012).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Investigations of human platelet-type 12-lipoxygenase: role of lipoxygenase products in platelet activation.,
J Lipid Res, 2012

Pubmed ID: 22984144

String Representations

InChiKey (Click to copy)

YYIXZLMPKIFFGQ-ONNNWOQGSA-N

InChi (Click to copy)

InChI=1S/C20H34O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h8,10-11,13-14,17,19,21H,2-7,9,12,15-16,18H2,1H3,(H,22,23)/b11-8-,13-10-,17-14+/t19-/m0/s1

SMILES (Click to copy)

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