Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/15:0(2OH))
Systematic Name
N-(2-hydroxy-pentadecanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-pentadecanoyl)-sphingosine
  • N-(2-hydroxy-pentadecanoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010154
Formula
C33H65NO4
Exact Mass
Calculate m/z
539.491359
Sum Composition
Cer 33:1;O3
Abbrev Chains
Cer 18:1;O2/15:0;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)
SDEPNRQIXCUONL-RQBQATAISA-N
InChi (Click to copy)
InChI=1S/C33H65NO4/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(36)30(29-35)34-33(38)32(37)28-26-24-22-20-17-14-12-10-8-6-4-2/h25,27,30-32,35-37H,3-24,26,28-29H2,1-2H3,(H,34,38)/b27-25+/t30-,31+,32?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119466

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 0
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 620.34
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.29
Molar Refractivity 164.35

Admin

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