Structure Database (LMSD)

Common Name
SM(d18:1/16:0(2OH))
Systematic Name
N-(2-hydroxyhexadecanoyl)-sphing-4-enine-1-phosphocholine
Synonyms
  • N-(alpha-hydroxyhexadecanoyl)-sphing-4-enine-1-phosphocholine
LM ID
LMSP03010101
Formula
C39H79N2O7P
Exact Mass
Calculate m/z
718.562491
Sum Composition
SM 34:1;O3
Abbrev Chains
SM 18:1;O2/16:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Phosphosphingolipids [SP03]
Ceramide phosphocholines (sphingomyelins) [SP0301]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Mass Spectrometric Analysis of Sphingomyelin with N-α-Hydroxy Fatty Acyl Residue in Mouse Tissues.,
Lipids, 2020
Pubmed ID: 32996178

String Representations

InChiKey (Click to copy)
FAVAZPKFPKOYCT-VTAPXIELSA-N
InChi (Click to copy)
InChI=1S/C39H79N2O7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-37(42)36(35-48-49(45,46)47-34-33-41(3,4)5)40-39(44)38(43)32-30-28-26-24-21-19-17-15-13-11-9-7-2/h29,31,36-38,42-43H,6-28,30,32-35H2,1-5H3,(H-,40,44,45,46)/b31-29+/t36-,37+,38?/m0/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(NC(C(O)CCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171121126

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 781.34
Topological Polar Surface Area 128.15
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 10.46
Molar Refractivity 205.27

Admin

Created at
1st Oct 2020
Updated at
1st Oct 2020