LIPID MAPS

Structure Database (LMSD)

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Common Name

11S-HETE

Systematic Name

11S-hydroxy-5Z,8Z,12E,14Z-eicosatetraenoic acid

Synonyms

LM ID

LMFA03060003

Formula

C₂₀H₃₂O₃

Exact Mass

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320.235145

Sum Composition

FA 20:4;O

Status

Curated

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Classification

Biological Context

11(S)-HETE is an oxylipin and the (S) enantiomer of 11(R)-HETE . It is formed non-enzymatically from arachidonic acid .¹ Levels of 11(S)-HETE are higher than those of 11(R)-HETE in isolated human plasma and serum and in LPS-stimulated isolated human plasma. Serum labels of 11(S)-HETE decrease in patients with allergic rhinitis after one year of double-mite subcutaneous immunotherapy (DM-SCIT) and are associated with an improved quality of life in regards to rhinoconjunctivitis.²

This information has been provided by Cayman Chemical

References

1. Mazaleuskaya, L.L., Salamatipour, A., Saratopoulou, D., et al. Analysis of HETEs in human whole blood by chiral UHPLC-ECAPCI/HRMS. J. Lipid Res. 59(3), 564-575 (2018).

2. Zheng, P., Yan, G., Zhang, Y., et al. Metabolomics reveals process of allergic rhinitis patients with single- and double-species mite subcutaneous immunotherapy. Metabolites 11(9), 613 (2021).

String Representations

InChiKey (Click to copy)

GCZRCCHPLVMMJE-YZGNWCGPSA-N

InChi (Click to copy)

InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6-,10-7-,14-11-,16-13+/t19-/m1/s1

SMILES (Click to copy)

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