LIPID MAPS

Structure Database (LMSD)

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Common Name

20:0 Cholesterol ester

Systematic Name

cholest-5-en-3β-yl eicosanoate

Synonyms

CE(20:0)

LM ID

LMST01020010

Formula

C₄₇H₈₄O₂

Exact Mass

Calculate m/z

680.64713

Sum Composition

CE 20:0

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

Cholesteryl arachidate is a cholesterol ester that has been found in human meibum.^1,2 It has been used as an internal standard for the quantification of fatty acids in B. napus.³

This information has been provided by Cayman Chemical

References

1. Chen, J., Green, K.B., and Nichols, K.K. Quantitative profiling of major neutral lipid classes in human meibum by direct infusion electrospray ionization mass spectrometry. Invest. Ophthalmol. Vis. Sci. 54(8), 5730-5753 (2013).

2. Madey, E., Nowack, L.M., and Thompson, J.E. Isolation and characterization of lipid in phloem sap of canola. Planta 4(4), 625-634 (2002).

3. Butovich, I.A. Cholesteryl esters as a depot for very long chain fatty acids in human meibum. J. Lipid. Res. 50(3), 501-513 (2009).

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)

SUOVMGLZSOAHJY-JREUTYQLSA-N

InChi (Click to copy)

InChI=1S/C47H84O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h28,37-38,40-44H,7-27,29-36H2,1-6H3/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

SMILES (Click to copy)

C(CCCCCCCCCCC)CCCCCCCC(O[C@@H]1CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)CC1)=O