Structure Database (LMSD)

_ O H NH O O + N P O O OH H
Common Name
SM(d18:0/24:1(15Z))
Systematic Name
N-(15Z-tetracosenoyl)-sphinganine-1-phosphocholine
Synonyms
  • C24:1DH Sphingomyelin
LM ID
LMSP03010023
Formula
C47H95N2O6P
Exact Mass
Calculate m/z
814.692776
Sum Composition
SM 42:1;O2
Abbrev Chains
SM 18:0;O2/24:1
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)
XZBDYCJQWJNNJB-CFLZVKAOSA-N
InChi (Click to copy)
InChI=1S/C47H95N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,45-46,50H,6-19,22-44H2,1-5H3,(H-,48,51,52,53)/b21-20-/t45-,46+/m0/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(NC(CCCCCCCCCCCCC/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

HMDB ID
HMDB0012095
CHEBI ID
89488
PubChem CID
44260133
SwissLipids ID
SLM:000395819

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 0
Aromatic Rings 0
Rotatable Bonds 44
Van der Waals Molecular Volume 910.95
Topological Polar Surface Area 107.92
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 14.33
Molar Refractivity 240.31

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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