LIPID MAPS

Structure Database (LMSD)

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Common Name

18:1 Cholesterol ester

Systematic Name

cholest-5-en-3β-yl (9Z-octadecenoate)

Synonyms

CE(18:1)

LM ID

LMST01020003

Formula

C₄₅H₇₈O₂

Exact Mass

Calculate m/z

650.60018

Sum Composition

CE 18:1

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

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View NP-MRD ID(NMR) spectrum

Classification

Biological Context

Cholesteryl oleate is a cholesterol ester.^1,2 It has been used in the generation of nanoparticles and liposomes for drug delivery.

This information has been provided by Cayman Chemical

References

1. Abd-Rabou, A.A., Bharali, D.J., and Mousa, S.A. Taribavirin and 5-fluorouracil-loaded pegylated-lipid nanoparticle synthesis, p38 docking, and antiproliferative effects on MCF-7 breast cancer. Pharm. Res. 35(4), 76 (2018).

2. Wang, J., Kang, Y.-X., Pan, W., et al. Enhancement of anti-inflammatory activity of curcumin using phosphatidylserine-containing nanoparticles in cultured macrophages. Int. J. Mol. Sci. 17(5), E969 (2016).

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)

RJECHNNFRHZQKU-RMUVNZEASA-N

InChi (Click to copy)

InChI=1S/C45H78O2/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/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

SMILES (Click to copy)

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