Structure Database (LMSD)

O O OH OH H O OH NH H
Common Name
omega-linoleoyloxy-Cer(t18:1(6OH)/27:0)
Systematic Name
N-(27-(9Z,12Z-octadecadienoyloxy)-heptacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • Cer[EOH]
  • N-(27-linoleoyloxy-heptacosanoyl)-6-hydroxy-sphing-4E-enine
  • Cer(d18:1(6OH)/27:0
  • 18:2(9Z,12Z))
LM ID
LMSP02040176
Formula
C63H119NO6
Exact Mass
Calculate m/z
985.903739
Sum Composition
ACer 63:3;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)
YFTDFWDHIGULMK-JMLHEGERSA-N
InChi (Click to copy)
InChI=1S/C63H119NO6/c1-3-5-7-9-11-13-15-16-27-31-34-38-42-46-50-54-63(69)70-57-51-47-43-39-35-32-29-26-24-22-20-18-17-19-21-23-25-28-30-33-37-41-45-49-53-62(68)64-60(58-65)61(67)56-55-59(66)52-48-44-40-36-14-12-10-8-6-4-2/h11,13,16,27,55-56,59-61,65-67H,3-10,12,14-15,17-26,28-54,57-58H2,1-2H3,(H,64,68)/b13-11-,27-16-,56-55+/t59-,60+,61-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCOC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

Other Databases

PubChem CID
171120879

Calculated Physicochemical Properties

Heavy Atoms 70
Rings 0
Aromatic Rings 0
Rotatable Bonds 58
Van der Waals Molecular Volume 1149.00
Topological Polar Surface Area 116.09
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 19.59
Molar Refractivity 304.89

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020