Structure Database (LMSD)

Common Name
18:3 Cholesterol ester
Systematic Name
cholest-5-en-3β-yl (9Z,12Z,15Z-octadecatrienoate)
Synonyms
  • CE(18:3)
LM ID
LMST01020009
Formula
Exact Mass
Calculate m/z
646.56888
Sum Composition
Status
Curated

Classification

Biological Context

Cholesterol α-linolenate is a cholesterol ester found in fatty streaks and atherosclerotic plaques isolated from human aorta.1

This information has been provided by Cayman Chemical

References

1. Geer, J.C., Panganamala, R.V., and Cornwell, D.G. Position of double bonds in the fatty acids of cholesterol esters from human aorta. Atherosclerosis 12(1), 63-74 (1970).

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

String Representations

InChiKey (Click to copy)
FYMCIBHUFSIWCE-WVXFKAQASA-N
InChi (Click to copy)
InChI=1S/C45H74O2/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/h8-9,11-12,14-15,26,35-36,38-42H,7,10,13,16-25,27-34H2,1-6H3/b9-8-,12-11-,15-14-/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\C/C=C\C/C=C\CC)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H])[H]

Other Databases

HMDB ID
CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 4
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 742.00
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 13.82
Molar Refractivity 202.70

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Updated at
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