Structure Database (LMSD)

Common Name
Cer(t18:0/28:0(2OH))
Systematic Name
N-(2-hydroxyoctacosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2-hydroxyoctacosanoyl)-hydroxysphinganine
  • Cer[AP]
LM ID
LMSP02030070
Formula
C46H93NO5
Exact Mass
Calculate m/z
739.705374
Sum Composition
Cer 46:0;O4
Abbrev Chains
Cer 18:0;O3/28:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

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)
DBKCAORKYWPVII-NKRIFVGSSA-N
InChi (Click to copy)
InChI=1S/C46H93NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-44(50)46(52)47-42(41-48)45(51)43(49)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h42-45,48-51H,3-41H2,1-2H3,(H,47,52)/t42-,43+,44?,45-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

CHEBI ID
72023
PubChem CID
70789063
SwissLipids ID
SLM:000508894

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 856.67
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 13.84
Molar Refractivity 226.37

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