Structure Database (LMSD)

Common Name
Semiplenamide B
Systematic Name
N-(2-methyl-2Z,6E-eicosadienoyl)-2-acetoxyethylamine
Synonyms
LM ID
LMFA08020276
Formula
C25H45NO3
Exact Mass
Calculate m/z
407.339944
Sum Composition
NA 25:3;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)
QXKJTHBWYQHGEY-CIHJKLASSA-N
InChi (Click to copy)
InChI=1S/C25H45NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(2)25(28)26-21-22-29-24(3)27/h16-17,20H,4-15,18-19,21-22H2,1-3H3,(H,26,28)/b17-16+,23-20-
SMILES (Click to copy)
C(/C(/C)=C\CC/C=C/CCCCCCCCCCCCC)(=O)NCCOC(=O)C

Other Databases

PubChem CID
10454085

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 467.87
Topological Polar Surface Area 55.40
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.22
Molar Refractivity 123.83

Admin

Created at
31st May 2020
Updated at
1st Jun 2020