Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/18:0(2OH))
Systematic Name
N-(2-hydroxy-octadecanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-octadecanoyl)-sphingosine
  • N-(2-hydroxy-stearoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010151
Formula
C36H71NO4
Exact Mass
Calculate m/z
581.538309
Sum Composition
Cer 36:1;O3
Abbrev Chains
Cer 18:1;O2/18:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
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)
ZNZKGWLGVHSOIV-LVTSMTQESA-N
InChi (Click to copy)
InChI=1S/C36H71NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(40)36(41)37-33(32-38)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-35,38-40H,3-27,29,31-32H2,1-2H3,(H,37,41)/b30-28+/t33-,34+,35?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

CHEBI ID
76754
PubChem CID
71749343
SwissLipids ID
SLM:000000839
Cayman ID
22687

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 0
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 672.24
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.46
Molar Refractivity 178.20

Admin

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