Structure Database (LMSD)

Common Name
3-ketosphingosine
Systematic Name
3-keto-sphing-4-enine
Synonyms
  • (2S,4E)-3-ketosphingosine
LM ID
LMSP01010002
Formula
C18H35NO2
Exact Mass
Calculate m/z
297.266779
Sum Composition
SPB 18:2;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Sphingoid bases [SP01]
Sphing-4-enines (Sphingosines) [SP0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Saccharomyces cerevisiae (#4932)
Saccharomycetes (#4891)
A genome-wide visual screen reveals a role for sphingolipids and ergosterol in cell surface delivery in yeast.,
Proc Natl Acad Sci U S A, 2005
Pubmed ID: 16330752

String Representations

InChiKey (Click to copy)
VWTPJNGTEYZXFV-ZWKQNVPVSA-N
InChi (Click to copy)
InChI=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 (Click to copy)
[C@](CO)([H])(N)C(=O)/C=C/CCCCCCCCCCCCC

Other Databases

KEGG ID
C06121
CHEBI ID
20096
PubChem CID
9839212

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 343.26
Topological Polar Surface Area 63.32
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.70
Molar Refractivity 91.29

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Updated at
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