Structure Database (LMSD)

H NH O O + N P _ O O O OH H
Common Name
SM(d18:2/18:0)
Systematic Name
N-(octadecanoyl)-4E,14Z-sphingadienine-1-phosphocholine
Synonyms
LM ID
LMSP03010050
Formula
C41H81N2O6P
Exact Mass
Calculate m/z
728.583226
Sum Composition
SM 36:2;O2
Abbrev Chains
SM 18:2;O2/18:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
NELGJAUZKNHZLS-NUIAMLAYSA-N
InChi (Click to copy)
InChI=1S/C41H81N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h11,13,32,34,39-40,44H,6-10,12,14-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b13-11-,34-32+/t39-,40+/m0/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(NC(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCC/C=C\CCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

Other Databases

PubChem CID
52931161

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 0
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 804.51
Topological Polar Surface Area 107.92
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 11.76
Molar Refractivity 212.51

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Created at
-
Updated at
31st Aug 2023