Structure Database (LMSD)

Common Name
N-(19,20-epoxy-4Z,7Z,13Z,16Z-docosapentaenoyl)-EA
Systematic Name
N-(19(20)-epoxy-4Z,7Z,13Z,16Z-docosapentaenoyl)-ethanolamine
Synonyms
  • EDP-EA
LM ID
LMFA08040069
Formula
C24H37NO3
Exact Mass
Calculate m/z
387.277344
Sum Composition
NAE 22:6;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 ethanolamines (endocannabinoids) [FA0804]
Fatty Acids and Conjugates [FA01]
Epoxy fatty acids [FA0107]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Anti-inflammatory omega-3 endocannabinoid epoxides.,
Proc Natl Acad Sci U S A,, 2017
Pubmed ID: 28687674

String Representations

InChiKey (Click to copy)
HQRHKQCFLLFLJV-MBYQGORISA-N
InChi (Click to copy)
InChI=1S/C24H37NO3/c1-2-22-23(28-22)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-24(27)25-20-21-26/h3-4,7-10,13-16,22-23,26H,2,5-6,11-12,17-21H2,1H3,(H,25,27)/b4-3-,9-7-,10-8-,15-13-,16-14-
SMILES (Click to copy)
C(/C/C=C\C/C=C\C/C=C\CC1OC1CC)=C/C/C=C\CCC(=O)NCCO

Other Databases

PubChem CID
145950893
Cayman ID
25917

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 432.93
Topological Polar Surface Area 61.86
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.93
Molar Refractivity 119.07

Admin

Created at
25th Nov 2020
Updated at
7th Feb 2024