Structure Database (LMSD)

_ O H NH O O + N P O O OH H
Common Name
SM(d18:0/26:1(17Z))
Systematic Name
N-(17Z-hexacosenoyl)-sphinganine-1-phosphocholine
Synonyms
  • C26:1DH Sphingomyelin
LM ID
LMSP03010025
Formula
C49H99N2O6P
Exact Mass
Calculate m/z
842.724076
Sum Composition
SM 44:1;O2
Abbrev Chains
SM 18:0;O2/26:1
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)
GJNFQXJWAFBKPJ-DMATYJAJSA-N
InChi (Click to copy)
InChI=1S/C49H99N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,47-48,52H,6-19,22-46H2,1-5H3,(H-,50,53,54,55)/b21-20-/t47-,48+/m0/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(NC(CCCCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Subcellular organelle lipidomics in TLR-4-activated macrophages.,
J Lipid Res, 2010
Pubmed ID: 20574076

Other Databases

PubChem CID
44260135
SwissLipids ID
SLM:000395823

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 0
Aromatic Rings 0
Rotatable Bonds 46
Van der Waals Molecular Volume 945.55
Topological Polar Surface Area 107.92
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 15.11
Molar Refractivity 249.54

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

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Created at
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Updated at
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