Structure Database (LMSD)

Common Name
12S-HETE cholesteryl ester
Systematic Name
cholest-5-en-3β-yl-12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoate
Synonyms
  • 12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid, cholesteryl ester
LM ID
LMST01020175
Formula
C47H76O3
Exact Mass
Calculate m/z
688.579446
Sum Composition
CE 20:4;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Cholesteryl ester acyl oxidation and remodeling in murine macrophages: formation of oxidized phosphatidylcholine.,
J Lipid Res, 2012
Pubmed ID: 22665166

String Representations

InChiKey (Click to copy)
MWGLMYVTYYMLAT-GWWQCRASSA-N
InChi (Click to copy)
InChI=1S/C47H76O3/c1-7-8-9-10-15-18-24-39(48)25-19-16-13-11-12-14-17-20-26-45(49)50-40-31-33-46(5)38(35-40)27-28-41-43-30-29-42(37(4)23-21-22-36(2)3)47(43,6)34-32-44(41)46/h12-16,18-19,25,27,36-37,39-44,48H,7-11,17,20-24,26,28-35H2,1-6H3/b14-12-,16-13-,18-15-,25-19+/t37-,39+,40+,41+,42-,43+,44+,46+,47-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](OC(=O)CCC/C=C\C/C=C\C=C\[C@@H](O)C/C=C\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]

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 4
Aromatic Rings
Rotatable Bonds 21
Van der Waals Molecular Volume 782.75
Topological Polar Surface Area 46.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 13.63
Molar Refractivity 213.74

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Created at
13th Jun 2025
Updated at
13th Jun 2025