Structure Database (LMSD)

O O OH OH H O OH NH H
Common Name
omega-linoleoyloxy-Cer(t18:0/32:0)
Systematic Name
N-(32-(9Z,12Z-octadecadienoyloxy)-dotriacontanoyl)-4R-hydroxysphinganine
Synonyms
  • Cer[EOP]
  • N-(32-linoleoyloxy-dotriacontanoyl)-phytosphingosine
  • Cer(t18:0/32:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040142
Formula
C68H131NO6
Exact Mass
Calculate m/z
1057.997639
Sum Composition
ACer 68:2;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)
DGHORIVPABCUFJ-UJIQAWFHSA-N
InChi (Click to copy)
InChI=1S/C68H131NO6/c1-3-5-7-9-11-13-15-17-33-37-41-45-49-53-57-61-67(73)75-62-58-54-50-46-42-38-35-32-30-28-26-24-22-20-18-19-21-23-25-27-29-31-34-36-40-44-48-52-56-60-66(72)69-64(63-70)68(74)65(71)59-55-51-47-43-39-16-14-12-10-8-6-4-2/h11,13,17,33,64-65,68,70-71,74H,3-10,12,14-16,18-32,34-63H2,1-2H3,(H,69,72)/b13-11-,33-17-/t64-,65+,68-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)[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
153435734

Calculated Physicochemical Properties

Heavy Atoms 75
Rings 0
Aromatic Rings 0
Rotatable Bonds 64
Van der Waals Molecular Volume 1238.14
Topological Polar Surface Area 116.09
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 21.76
Molar Refractivity 328.07

Admin

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