Structure Database (LMSD)

Common Name
Semiplenamide A
Systematic Name
N-(2-methyl-2Z,6E-eicosadienoyl)-ethanolamine
Synonyms
  • 2-methyl-2Z,6E-eicosadienoyl-EA
LM ID
LMFA08040066
Formula
C23H43NO2
Exact Mass
Calculate m/z
365.329379
Sum Composition
NAE 21:2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl ethanolamines (endocannabinoids) [FA0804]
Fatty Acids and Conjugates [FA01]
Branched fatty acids [FA0102]
Unsaturated fatty acids [FA0103]

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)
SJZSLZDOZDKKND-PSROOVMISA-N
InChi (Click to copy)
InChI=1S/C23H43NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(2)23(26)24-20-21-25/h15-16,19,25H,3-14,17-18,20-21H2,1-2H3,(H,24,26)/b16-15+,22-19-
SMILES (Click to copy)
C(/C(/C)=C\CC/C=C/CCCCCCCCCCCCC)(=O)NCCO

Other Databases

PubChem CID
10384247

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 427.12
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.65
Molar Refractivity 114.28

Admin

Created at
31st May 2020
Updated at
7th Feb 2024