Structure Database (LMSD)

OH H NH OH OH H OH O
Common Name
Cer(t18:0/22:0(2OH))
Systematic Name
N-(2-hydroxydocosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2-hydroxydocosanoyl)-hydroxysphinganine
  • Cer[AP]
LM ID
LMSP02030018
Formula
C40H81NO5
Exact Mass
Calculate m/z
655.611474
Sum Composition
Cer 40:0;O4
Abbrev Chains
Cer 18:0;O3/22:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
XJDLBNONNWFVMN-JTSUEBPGSA-N
InChi (Click to copy)
InChI=1S/C40H81NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-38(44)40(46)41-36(35-42)39(45)37(43)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h36-39,42-45H,3-35H2,1-2H3,(H,41,46)/t36-,37+,38?,39-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCC)=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
67025
PubChem CID
70678862
SwissLipids ID
SLM:000508891

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 0
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 752.87
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 11.50
Molar Refractivity 198.67

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Created at
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Updated at
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