Structure Database (LMSD)

O O OH H O OH NH H
Common Name
omega-linoleoyloxy-Cer(d20:1/31:0)
Systematic Name
N-(31-(9Z,12Z-octadecadienoyloxy)-hentriacontanoyl)-eicosasphing-4E-enine
Synonyms
  • Cer[EOS]
  • N-(31-linoleoyloxy-hentriacontanoyl)-eicosasphing-4E-enine
  • Cer(d20:1/31:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040055
Formula
C69H131NO5
Exact Mass
Calculate m/z
1054.002724
Sum Composition
ACer 69:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
Acylceramides [SP0204]

String Representations

InChiKey (Click to copy)
KKCNWCRRONHVGT-KEKABIIXSA-N
InChi (Click to copy)
InChI=1S/C69H131NO5/c1-3-5-7-9-11-13-15-17-33-37-41-45-49-53-57-61-67(72)66(65-71)70-68(73)62-58-54-50-46-42-38-35-31-29-27-25-23-21-19-20-22-24-26-28-30-32-36-40-44-48-52-56-60-64-75-69(74)63-59-55-51-47-43-39-34-18-16-14-12-10-8-6-4-2/h12,14,18,34,57,61,66-67,71-72H,3-11,13,15-17,19-33,35-56,58-60,62-65H2,1-2H3,(H,70,73)/b14-12-,34-18-,61-57+/t66-,67+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCCCC

References

Comments
Submitted by J.Wray

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipid functions in skin: Differential effects of n-3 polyunsaturated fatty acids on cutaneous ceramides, in a human skin organ culture model.,
Biochim Biophys Acta Biomembr, 2017
Pubmed ID: 28341437

Other Databases

PubChem CID
171120826

Calculated Physicochemical Properties

Heavy Atoms 75
Rings 0
Aromatic Rings 0
Rotatable Bonds 64
Van der Waals Molecular Volume 1244.01
Topological Polar Surface Area 95.86
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 22.67
Molar Refractivity 330.69

Admin

Created at
2nd Apr 2020
Updated at
7th Apr 2020