Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/28:0(2OH))
Systematic Name
N-(2-hydroxyoctacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxyoctacosanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010181
Formula
C46H91NO5
Exact Mass
Calculate m/z
737.689724
Sum Composition
Cer 46:1;O4
Abbrev Chains
Cer 18:1;O3/28:0;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
QLYFNNQIROFDLX-SUHQFPIQSA-N
InChi (Click to copy)
InChI=1S/C46H91NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-45(51)46(52)47-43(41-48)44(50)40-39-42(49)37-35-33-31-29-14-12-10-8-6-4-2/h39-40,42-45,48-51H,3-38,41H2,1-2H3,(H,47,52)/b40-39+/t42-,43+,44-,45?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119574

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 854.03
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 13.62
Molar Refractivity 226.27

Admin

Created at
6th May 2020
Updated at
6th May 2020