Structure Database (LMSD)

H NH OH OH H OH O
Common Name
Cer(t18:0/22:0)
Systematic Name
N-(docosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(docosanoyl)-phytoceramide
  • Cer[NP]
LM ID
LMSP02030008
Formula
C40H81NO4
Exact Mass
Calculate m/z
639.616559
Sum Composition
Cer 40:0;O3
Abbrev Chains
Cer 18:0;O3/22:0
Status
Active
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Predict MS/MS spectrum ([M-H]-)

Main

Classification

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

String Representations

InChiKey (Click to copy)
CIMNZQFRNXDRER-HIERITDVSA-N
InChi (Click to copy)
InChI=1S/C40H81NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(44)41-37(36-42)40(45)38(43)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h37-38,40,42-43,45H,3-36H2,1-2H3,(H,41,44)/t37-,38+,40-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Saccharomyces cerevisiae (#4932)
Saccharomycetes (#4891)
Mass spectrometry-based profiling of phospholipids and sphingolipids in extracts from Saccharomyces cerevisiae.,
Yeast, 2006
Pubmed ID: 16652392

Other Databases

CHEBI ID
67024
PubChem CID
5322153
SwissLipids ID
SLM:000395637
Cayman ID
9003464

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 0
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 744.08
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 12.24
Molar Refractivity 196.77

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Updated at
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