Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/14:0(2OH))
Systematic Name
N-(2-hydroxy-tetradecanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-tetradecanoyl)-sphingosine
  • N-(2-hydroxy-myristoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010155
Formula
C32H63NO4
Exact Mass
Calculate m/z
525.475709
Sum Composition
Cer 32:1;O3
Abbrev Chains
Cer 18:1;O2/14:0;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)
QTRHWTPSLZLMAL-GRZCMFDZSA-N
InChi (Click to copy)
InChI=1S/C32H63NO4/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-30(35)29(28-34)33-32(37)31(36)27-25-23-21-18-14-12-10-8-6-4-2/h24,26,29-31,34-36H,3-23,25,27-28H2,1-2H3,(H,33,37)/b26-24+/t29-,30+,31?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
129717002

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 0
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 603.04
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 8.90
Molar Refractivity 159.74

Admin

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