Structure Database (LMSD)

Common Name
Semiplenamide E
Systematic Name
N-(2-methyl-2Z-octadecenoyl)-1S-methyl-2-acetoxyethylamine
Synonyms
  • [(2S)-2-[[(E)-2-methyloctadec-2-enoyl]amino]propyl] acetate
LM ID
LMFA08020279
Formula
C24H45NO3
Exact Mass
Calculate m/z
395.339944
Sum Composition
NA 24:2;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lyngbya semiplena (#207923)
Cyanophyceae (#3028117)
Semiplenamides A-G, fatty acid amides from a Papua New Guinea collection of the marine cyanobacterium Lyngbya semiplena.,
J Nat Prod, 2003
Pubmed ID: 14575438

String Representations

InChiKey (Click to copy)
HMEVPMUFHLUBFU-YQGRMNDNSA-N
InChi (Click to copy)
InChI=1S/C24H45NO3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(2)24(27)25-22(3)20-28-23(4)26/h19,22H,5-18,20H2,1-4H3,(H,25,27)/b21-19-/t22-/m0/s1
SMILES (Click to copy)
C(/C(/C)=C\CCCCCCCCCCCCCCC)(=O)N[C@@H](C)COC(=O)C

Other Databases

PubChem CID
11463588

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 453.21
Topological Polar Surface Area 55.40
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.05
Molar Refractivity 119.31

Admin

Created at
1st Jun 2020
Updated at
1st Jun 2020