Structure Database (LMSD)

Common Name
22:0 Cholesterol ester
Systematic Name
cholest-5-en-3β-yl docosanoate
Synonyms
  • CE(22:0)
LM ID
LMST01020016
Formula
C49H88O2
Exact Mass
Calculate m/z
708.67843
Sum Composition
CE 22:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Biological Context

Cholesteryl behenate is a cholesterol ester.1 It has been used as an internal standard for the quantification of cholesterol esters in human meibum samples.

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).

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)
WBOQXYUYHINMOC-FTAWAYKBSA-N
InChi (Click to copy)
InChI=1S/C49H88O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h30,39-40,42-46H,7-29,31-38H2,1-6H3/t40-,42+,43+,44-,45+,46+,48+,49-/m1/s1
SMILES (Click to copy)
C(CCCCCCCCCCCCCCCCCC)CCC(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

Other Databases

HMDB ID
HMDB06727
CHEBI ID
84352
PubChem CID
16061339
SwissLipids ID
SLM:000500294
Cayman ID
26466

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 4
Aromatic Rings 0
Rotatable Bonds 27
Van der Waals Molecular Volume 819.12
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 16.05
Molar Refractivity 221.45

Admin

Created at
-
Updated at
-