Structure Database (LMSD)

Common Name
N-palmitoyl-D-sphingosyl-1-(2-aminoethyl)phosphonate
Systematic Name
N-(hexadecanoyl)-sphing-4-enine-1-(2-aminoethylphosphonate)
Synonyms
LM ID
LMSP04000002
Formula
C36H73N2O5P
Exact Mass
Calculate m/z
644.525709
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Phosphonosphingolipids [SP04]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anthopleura elegantissima (#6110)
Anthozoa (#6101)
Phosphonolipids. XIX. Synthesis of a naturally occurring ceramide aminoethylphosphonate and its enantiomer.,
Can J Biochem, 1969
Pubmed ID: 4304577

String Representations

InChiKey (Click to copy)
LGELCIQGWFLHHI-WSYRTZMQSA-N
InChi (Click to copy)
InChI=1S/C36H73N2O5P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(39)34(33-43-44(41,42)32-31-37)38-36(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,34-35,39H,3-26,28,30-33,37H2,1-2H3,(H,38,40)(H,41,42)/b29-27+/t34-,35+/m0/s1
SMILES (Click to copy)
C(CN)P(OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCC)[C@]([H])(O)/C=C/CCCCCCCCCCCCC)(=O)O

Other Databases

PubChem CID
52931240

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 711.86
Topological Polar Surface Area 121.88
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 11.33
Molar Refractivity 190.52

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Created at
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Updated at
9th Dec 2024