Structure Database (LMSD)

OH OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/24:0(2OH))
Systematic Name
N-(2-hydroxytetracosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxytetracosanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010185
Formula
C42H83NO5
Exact Mass
Calculate m/z
681.627124
Sum Composition
Cer 42:1;O4
Abbrev Chains
Cer 18:1;O3/24:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

String Representations

InChiKey (Click to copy)
GBGUSZWBYGKEBA-LIBUACOKSA-N
InChi (Click to copy)
InChI=1S/C42H83NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(47)42(48)43-39(37-44)40(46)36-35-38(45)33-31-29-27-25-14-12-10-8-6-4-2/h35-36,38-41,44-47H,3-34,37H2,1-2H3,(H,43,48)/b36-35+/t38-,39+,40-,41?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCC)=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
138319361

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.06
Molar Refractivity 207.81

Admin

Created at
7th May 2020
Updated at
7th May 2020