Structure Database (LMSD)

O OH O N H
Common Name
Semiplenamide F
Systematic Name
N-(2-methyl-2S,3R-epoxy-octadecanoyl)-1-hydroxypropyl-2-amine
Synonyms
LM ID
LMFA08020281
Formula
C22H43NO3
Exact Mass
Calculate m/z
369.324294
Sum Composition
NA 22:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
WTOKUHHGBBPESF-VRAFCGOGSA-N
InChi (Click to copy)
InChI=1S/C22H43NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-22(3,26-20)21(25)23-19(2)18-24/h19-20,24H,4-18H2,1-3H3,(H,23,25)/t19?,20-,22+/m1/s1
SMILES (Click to copy)
C([C@]1(O[C@@H]1CCCCCCCCCCCCCCC)C)(=O)NC(C)CO

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lyngbya semiplena (#207923)
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

Other Databases

PubChem CID
10022023

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 411.53
Topological Polar Surface Area 61.86
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.27
Molar Refractivity 110.31

Admin

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