Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/23:0(3OH))
Systematic Name
N-(3R-hydroxy-tricosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-triicosanoyl)-sphingosine
  • Cer[BS]
LM ID
LMSP02010214
Formula
C41H81NO4
Exact Mass
Calculate m/z
651.616559
Sum Composition
Cer 41:1;O3
Abbrev Chains
Cer 18:1;O2/23:0;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
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

String Representations

InChiKey (Click to copy)
MITDPGTUPIMHQX-KXNXVOBVSA-N
InChi (Click to copy)
InChI=1S/C41H81NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-24-26-28-30-32-34-38(44)36-41(46)42-39(37-43)40(45)35-33-31-29-27-25-22-16-14-12-10-8-6-4-2/h33,35,38-40,43-45H,3-32,34,36-37H2,1-2H3,(H,42,46)/b35-33+/t38-,39+,40-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119480

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 0
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 758.74
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 12.41
Molar Refractivity 201.29

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020