LIPID MAPS

Common Name

5S,15R-diHETE

Systematic Name

5S,15R-dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid

Synonyms

LM ID

LMFA03060096

Status

Active

Exact Mass

Calculate m/z

336.23006

Formula

C₂₀H₃₂O₄

Abbrev

FA 20:4;O2

Show lipids differing only in stereochemistry/bond geometry

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MDLMOL SDF CSV TSV

MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Classification

String Representations

InChiKey (Click to copy)

UXGXCGPWGSUMNI-YLMOWEDUSA-N

InChi (Click to copy)

InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)/b7-5-,8-6-,14-10+,15-11+/t18-,19-/m1/s1

SMILES (Click to copy)

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

Reference

Convergence of the 5-LOX and COX-2 pathways:
heme-catalyzed cleavage of the 5S-HETE-derived di-endoperoxide into aldehyde fragments.
Griesser M, Boeglin WE, Suzuki T, Schneider C.
J Lipid Res. 2009 Dec;50(12):2455-62