Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMSP01010002
Common Name3-ketosphingosine
Systematic Name3-keto-sphing-4-enine
Synonyms(2S,4E)-3-ketosphingosine
Exact Mass
297.2668 (neutral)    Calculate m/z:
FormulaC18H35NO2
CategorySphingolipids [SP]
Main ClassSphingoid bases [SP01]
Sub ClassSphing-4-enines (Sphingosines) [SP0101]
PubChem CID9839212
InChIKeyVWTPJNGTEYZXFV-ZWKQNVPVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15
,17,20H,2-13,16,19H2,1H3/b15-14+/t17-/m0/s1
SMILES[C@](CO)([H])(N)C(=O)/C=C/CCCCCCCCCCCCC
StatusActive
ReferencesTomasz J. Proszynski, Robin W. Klemm, Maike Gravert, Peggy P. Hsu, Yvonne Gloor, Jan Wagner, Karol Kozak, Hannes Grabner, Karen Walzer, Michel Bagnat, Kai Simons, and Christiane Walch-Solimena
A genome-wide visual screen reveals a role for sphingolipids and ergosterol in cell surface delivery in yeast
PNAS 2005 102 (50) 17981-17986; published ahead of print December 5, 2005, doi:10.1073/pnas.0509107102
Calculated physicochemical properties (?):
 Heavy Atoms21Rings0Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
343.26Topological Polar
Surface Area
63.32Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
2
 logP4.70Molar
Refractivity
91.29