LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG SVG

Common Name

13S-HODE cholesteryl ester

Systematic Name

cholest-5-en-3β-yl -13S-hydroxy-9Z,11E-octadecadienoate

Synonyms

13S-hydroxy-9Z,11E-octadecadienoic acid, cholesteryl ester

LM ID

LMST01020174

Formula

C₄₅H₇₆O₃

Exact Mass

Calculate m/z

664.579446

Sum Composition

CE 18:2;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Oryctolagus cuniculus (#9986)

Mammalia (#40674)

The rabbit 15-lipoxygenase preferentially oxygenates LDL cholesterol esters, and this reaction does not require vitamin E.,
J Biol Chem, 1998

Pubmed ID: 9722553

String Representations

InChiKey (Click to copy)

RZXYPSUQZUUHPD-XFIJILBJSA-N

InChi (Click to copy)

InChI=1S/C45H76O3/c1-7-8-16-22-37(46)23-17-14-12-10-9-11-13-15-18-24-43(47)48-38-29-31-44(5)36(33-38)25-26-39-41-28-27-40(35(4)21-19-20-34(2)3)45(41,6)32-30-42(39)44/h12,14,17,23,25,34-35,37-42,46H,7-11,13,15-16,18-22,24,26-33H2,1-6H3/b14-12-,23-17+/t35-,37+,38+,39+,40-,41+,42+,44+,45-/m1/s1

SMILES (Click to copy)

[C@]12(CC=C3C[C@@H](OC(=O)CCCCCCC/C=C\C=C\[C@@H](O)CCCCC)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]