Structure Database (LMSD)

Common Name
N-palmitoyl-3-oxosphinganine
Systematic Name
N-hexadecanoyl-3-oxosphinganine
Synonyms
  • N-palmitoyl-3-ketodihydrosphingosine
LM ID
LMSP02080003
Formula
C34H67NO3
Exact Mass
Calculate m/z
537.512094
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
3-keto Ceramides [SP0208]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caulobacter vibrioides (#155892)
Alphaproteobacteria (#28211)
Convergent evolution of bacterial ceramide synthesis.,
Nat Chem Biol, 2022
Pubmed ID: 34969973

String Representations

InChiKey (Click to copy)
KOBCXJLOSVLMFJ-YTTGMZPUSA-N
InChi (Click to copy)
InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,36H,3-31H2,1-2H3,(H,35,38)/t32-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCC)C(=O)CCCCCCCCCCCCCCC

Other Databases

CHEBI ID
189534
PubChem CID
162422426

Calculated Physicochemical Properties

Heavy Atoms 38
Rings
Aromatic Rings
Rotatable Bonds 31
Van der Waals Molecular Volume 628.85
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.57
Molar Refractivity 165.65

Admin

Created at
4th Jul 2022
Updated at
4th Jul 2022