Structure Database (LMSD)

Common Name
Juniperonoyl-EA
Systematic Name
N-(5Z,11Z,14Z,17Z-eicosatetraenoyl)-ethanolamine
Synonyms
  • JEA
  • Juniperoyl ethanolamide
  • Juniperonoyl ethanolamide
LM ID
LMFA08040064
Formula
C22H37NO2
Exact Mass
Calculate m/z
347.282429
Sum Composition
NAE 20:4
Status
Active
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]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pinus sylvestris (#3349)
Pinopsida (#58019)
Targeted metabolomics shows plasticity in the evolution of signaling lipids and uncovers old and new endocannabinoids in the plant kingdom.,
Sci Rep, 2017
Pubmed ID: 28120902

String Representations

InChiKey (Click to copy)
ZJAZJFFAMYVENT-OUJQXAOTSA-N
InChi (Click to copy)
InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h3-4,6-7,9-10,15-16,24H,2,5,8,11-14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-,10-9-,16-15-
SMILES (Click to copy)
C(CCC/C=C\CCCC/C=C\C/C=C\C/C=C\CC)(=O)NCCO

Other Databases

PubChem CID
171120402

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 404.54
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.81
Molar Refractivity 109.48

Admin

Created at
22nd Oct 2019
Updated at
7th Feb 2024