Structure Database (LMSD)

O O OH OH H O OH NH H
Common Name
omega-linoleoyloxy-Cer(t22:0/28:0)
Systematic Name
N-(28-(9Z,12Z-octadecadienoyloxy)-octacosanoyl)-4R-hydroxy-docosasphinganine
Synonyms
  • Cer[EOP]
  • N-(28-linoleoyloxy-octacosanoyl)-docosaphytosphingosine
  • Cer(t22:0/28:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040157
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)
QZTVPUOMWNKYLB-RPCUIEGTSA-N
InChi (Click to copy)
InChI=1S/C68H131NO6/c1-3-5-7-9-11-13-15-17-19-32-35-39-43-47-51-55-59-65(71)68(74)64(63-70)69-66(72)60-56-52-48-44-40-36-33-29-27-25-23-21-20-22-24-26-28-30-34-38-42-46-50-54-58-62-75-67(73)61-57-53-49-45-41-37-31-18-16-14-12-10-8-6-4-2/h12,14,18,31,64-65,68,70-71,74H,3-11,13,15-17,19-30,32-63H2,1-2H3,(H,69,72)/b14-12-,31-18-/t64-,65+,68-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCCCC

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
171120895

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