Structure Database (LMSD)

Common Name
omega-linoleoyloxy-Cer(t22:0/29:0)
Systematic Name
N-(29-(9Z,12Z-octadecadienoyloxy)-nonacosanoyl)-4R-hydroxy-docosasphinganine
Synonyms
  • Cer[EOP]
  • N-(29-linoleoyloxy-nonacosanoyl)-docosaphytosphingosine
  • Cer(t22:0/29:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040158
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

Classification

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

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

String Representations

InChiKey (Click to copy)
YSLZOJSWCIUCMN-HMXBEGBLSA-N
InChi (Click to copy)
InChI=1S/C69H133NO6/c1-3-5-7-9-11-13-15-17-19-33-36-40-44-48-52-56-60-66(72)69(75)65(64-71)70-67(73)61-57-53-49-45-41-37-34-30-28-26-24-22-20-21-23-25-27-29-31-35-39-43-47-51-55-59-63-76-68(74)62-58-54-50-46-42-38-32-18-16-14-12-10-8-6-4-2/h12,14,18,32,65-66,69,71-72,75H,3-11,13,15-17,19-31,33-64H2,1-2H3,(H,70,73)/b14-12-,32-18-/t65-,66+,69-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
171120896

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