Structure Database (LMSD)

O O OH H OH O OH NH H
Common Name
omega-linoleoyloxy-Cer(t20:1(6OH)/32:0)
Systematic Name
N-(32-(9Z,12Z-octadecadienoyloxy)-dotriacontanoyl)-6R-hydroxy-eicosasphing-4E-enine
Synonyms
  • Cer[EOH]
  • N-(32-linoleoyloxy-dotriacontanoyl)-6-hydroxy-eicosasphing-4E-enine
  • Cer(d20:1(6OH)/32:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040089
Formula
C70H133NO6
Exact Mass
Calculate m/z
1084.013289
Sum Composition
ACer 70:3;O4
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)
SFDBLJBBOAPZNK-VHTUDUKASA-N
InChi (Click to copy)
InChI=1S/C70H133NO6/c1-3-5-7-9-11-13-15-17-33-37-41-45-49-53-57-61-70(76)77-64-58-54-50-46-42-38-35-32-30-28-26-24-22-20-18-19-21-23-25-27-29-31-34-36-40-44-48-52-56-60-69(75)71-67(65-72)68(74)63-62-66(73)59-55-51-47-43-39-16-14-12-10-8-6-4-2/h11,13,17,33,62-63,66-68,72-74H,3-10,12,14-16,18-32,34-61,64-65H2,1-2H3,(H,71,75)/b13-11-,33-17-,63-62+/t66-,67+,68-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCCCC

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
171120820

Calculated Physicochemical Properties

Heavy Atoms 77
Rings 0
Aromatic Rings 0
Rotatable Bonds 65
Van der Waals Molecular Volume 1270.10
Topological Polar Surface Area 116.09
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 22.32
Molar Refractivity 337.21

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Created at
3rd Apr 2020
Updated at
4th May 2020