Structure Database (LMSD)

Common Name
Forsskamide
Systematic Name
N-(2S-hydroxy-12E-tetracosenoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2S-hydroxy-12E-tetracosenoyl)-hydroxysphinganine
  • Cer(t18:0/24:1(12E)(2OH[S])
LM ID
LMSP02030079
Formula
C42H83NO5
Exact Mass
Calculate m/z
681.627124
Sum Composition
Cer 42:1;O4
Abbrev Chains
Cer 18:0;O3/24:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Forsskaolea tenacissima (#344767)
Magnoliopsida (#3398)
Forsskamide, a new ceramide from aerial parts of Forsskaolea tenacissima Linn.,
Nat Prod Res, 2018
Pubmed ID: 29281899

String Representations

InChiKey (Click to copy)
IJBXUBCHWLMHMA-SZUMDGFASA-N
InChi (Click to copy)
InChI=1S/C42H83NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-40(46)42(48)43-38(37-44)41(47)39(45)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h20-21,38-41,44-47H,3-19,22-37H2,1-2H3,(H,43,48)/b21-20+/t38-,39+,40-,41-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@@H](O)CCCCCCCCC/C=C/CCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
171120199

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.06
Molar Refractivity 207.81

Admin

Created at
7th Jul 2020
Updated at
7th Jul 2020