Structure Database (LMSD)

O H H H H H O
Common Name
20:3 Cholesterol ester
Systematic Name
cholest-5-en-3β-yl (8Z,11Z,14Z-eicosatrienoate)
Synonyms
  • CE(20:3)
LM ID
LMST01020013
Formula
C47H78O2
Exact Mass
Calculate m/z
674.60018
Sum Composition
CE 20:3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
MLPRJPSMAFZPLA-BBFGHUFCSA-N
InChi (Click to copy)
InChI=1S/C47H78O2/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/h11-12,14-15,17-18,28,37-38,40-44H,7-10,13,16,19-27,29-36H2,1-6H3/b12-11-,15-14-,18-17-/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/CCCCCCC(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

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

Other Databases

HMDB ID
HMDB06736
CHEBI ID
84346
PubChem CID
14274976
SwissLipids ID
SLM:000500282
Cayman ID
26469

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 4
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 776.60
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 14.60
Molar Refractivity 211.94

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Updated at
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