Structure Database (LMSD)

Common Name
N-(17,18-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-EA
Systematic Name
N-(17(18)-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine
Synonyms
  • EEQ-EA
  • 17,18-epoxy-arachidonoyl ethanolamide
LM ID
LMFA08040068
Formula
C22H35NO3
Exact Mass
Calculate m/z
361.261694
Sum Composition
NAE 20:5;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)
PVTVBNICUOQEDT-JPURVOHMSA-N
InChi (Click to copy)
InChI=1S/C22H35NO3/c1-2-20-21(26-20)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(25)23-18-19-24/h3,5-6,8-9,11-12,14,20-21,24H,2,4,7,10,13,15-19H2,1H3,(H,23,25)/b5-3-,8-6-,11-9-,14-12-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CC1OC1CC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

PubChem CID
168313107
Cayman ID
25920

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 400.97
Topological Polar Surface Area 61.86
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.37
Molar Refractivity 109.93

Admin

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