Structure Database (LMSD)

Common Name
Semiplenamide C
Systematic Name
N-(2-methyl-2Z-hexadecenoyl)-1-hydroxypropyl-2(S)-amine
Synonyms
  • N-[(S)-1-Methyl-2-hydroxyethyl]-2-methyl-2-hexadeceneamide
LM ID
LMFA08020277
Formula
C20H39NO2
Exact Mass
Calculate m/z
325.298079
Sum Composition
NA 20:1;O
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)
YATFRALIAPYFQO-BBDWDQMGSA-N
InChi (Click to copy)
InChI=1S/C20H39NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-18(2)20(23)21-19(3)17-22/h16,19,22H,4-15,17H2,1-3H3,(H,21,23)/b18-16-/t19-/m0/s1
SMILES (Click to copy)
C(/C(/C)=C\CCCCCCCCCCCCC)(=O)N[C@@H](C)CO

Other Databases

PubChem CID
11347939

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 377.86
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.70
Molar Refractivity 100.53

Admin

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