LIPID MAPS

Structure Database (LMSD)

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Common Name

18:0 Cholesterol ester

Systematic Name

cholest-5-en-3β-yl octadecanoate

Synonyms

CE(18:0)

LM ID

LMST01020007

Formula

C₄₅H₈₀O₂

Exact Mass

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652.61583

Sum Composition

CE 18:0

Status

Curated

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Classification

Biological Context

Cholesteryl stearate is a cholesterol ester.¹ It has been used as an internal standard for the quantification of sterol esters in various plant tissues by quadropole time-of-flight (Q-TOF) MS. Cholesteryl stearate levels are decreased in coronary arteries with atherosclerotic plaques, isolated fatty streaks, and isolated atherosclerotic plaques compared with non-atherosclerotic coronary arteries.²

This information has been provided by Cayman Chemical

References

1. Wewer, V., and Dörmann, P. Determination of sterol lipids in plant tissues by gas chromatography and Q-TOF mass spectrometry. Methods Mol. Biol. 1153, 115-133 (2014).

2. Ylä-Herttuala, S. Enrichment of long-chain ω9 and ω6 fatty acids in arterial cholesteryl esters in the early phase of atherogenesis. Prog. Lipid Res. 25, 475-478 (1986).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010

Pubmed ID: 20671299

DOI: 10.1194/jlr.M009449

String Representations

InChiKey (Click to copy)

XHRPOTDGOASDJS-XNTGVSEISA-N

InChi (Click to copy)

InChI=1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

SMILES (Click to copy)

[C@]12(CC=C3C[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]