Structure Database (LMSD)

H NH OH O OH H OH
Common Name
Cer(d18:1(4E)/29:0(2OH))
Systematic Name
N-(2-hydroxy-nonacosanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-nonacosanoyl)-sphingosine
  • N-(2-hydroxy-nonacosanoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010166
Formula
C47H93NO4
Exact Mass
Calculate m/z
735.710459
Sum Composition
Cer 47:1;O3
Abbrev Chains
Cer 18:1;O2/29:0;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)
CHHAYIBIJJDRAX-UIHLCLDMSA-N
InChi (Click to copy)
InChI=1S/C47H93NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-46(51)47(52)48-44(43-49)45(50)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h39,41,44-46,49-51H,3-38,40,42-43H2,1-2H3,(H,48,52)/b41-39+/t44-,45+,46?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)=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
171119489

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 862.54
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 14.75
Molar Refractivity 228.99

Reactions

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Reactions graph legend

Admin

Created at
1st May 2020
Updated at
1st May 2020