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
Exact Mass
Calculate m/z
395.339944
Sum Composition
Status
Active
No other lipid differing only in stereochemistry/bond geometry found
3D model of Semiplenamide E
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
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
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
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