Structure Database (LMSD)

O O OH H OH O OH NH H
Common Name
omega-linoleoyloxy-Cer(t20:0/31:0)
Systematic Name
N-(31-(9Z,12Z-octadecadienoyloxy)-hentriacontanoyl)-4R-hydroxy-eicosasphinganine
Synonyms
  • Cer[EOP]
  • N-(31-linoleoyloxy-hentriacontanoyl)-eicosaphytosphingosine
  • Cer(t20:0/31:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040152
Formula
C69H133NO6
Exact Mass
Calculate m/z
1072.013289
Sum Composition
ACer 69:2;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)
XQVSAFYCVOCBRI-AAHPVLSQSA-N
InChi (Click to copy)
InChI=1S/C69H133NO6/c1-3-5-7-9-11-13-15-17-33-38-42-46-50-54-58-62-68(74)76-63-59-55-51-47-43-39-35-32-30-28-26-24-22-20-19-21-23-25-27-29-31-34-37-41-45-49-53-57-61-67(73)70-65(64-71)69(75)66(72)60-56-52-48-44-40-36-18-16-14-12-10-8-6-4-2/h11,13,17,33,65-66,69,71-72,75H,3-10,12,14-16,18-32,34-64H2,1-2H3,(H,70,73)/b13-11-,33-17-/t65-,66+,69-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCC

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
171120888

Calculated Physicochemical Properties

Heavy Atoms 76
Rings 0
Aromatic Rings 0
Rotatable Bonds 65
Van der Waals Molecular Volume 1255.44
Topological Polar Surface Area 116.09
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 22.16
Molar Refractivity 332.69

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Created at
7th Apr 2020
Updated at
7th Apr 2020