Structure Database (LMSD)

OH H NH OH O OH H
Common Name
Cer(d18:1(4E)/24:0(3OH))
Systematic Name
N-(3R-hydroxy-tetracosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-tetracosanoyl)-sphingosine
  • N-(3R-hydroxy-lignoceroyl)-ceramide
  • Cer[BS]
LM ID
LMSP02010204
Formula
C42H83NO4
Exact Mass
Calculate m/z
665.632209
Sum Composition
Cer 42:1;O3
Abbrev Chains
Cer 18:1;O2/24:0;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)
JUKHHDVPZPBYSD-FOQXGKHPSA-N
InChi (Click to copy)
InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-39(45)37-42(47)43-40(38-44)41(46)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h34,36,39-41,44-46H,3-33,35,37-38H2,1-2H3,(H,43,47)/b36-34+/t39-,40+,41-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

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
171119481

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 776.04
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 12.80
Molar Refractivity 205.91

Reactions

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Reactions graph legend

Admin

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