Structure Database (LMSD)

Common Name
N-(5Z,8Z,11Z,14Z-docosatetraenoyl)-EA
Systematic Name
N-(5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine
Synonyms
  • 5,8,11,14-all-cis-docosatetraenoyl ethanolamide
LM ID
LMFA08040021
Formula
C24H41NO2
Exact Mass
Calculate m/z
375.313729
Sum Composition
NAE 22:4
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
synthetic construct (#32630)
Potent anandamide analogs: the effect of changing the length and branching of the end pentyl chain.,
J Med Chem, 1997
Pubmed ID: 9357528

String Representations

InChiKey (Click to copy)
CPDDSZIDSJTTSS-GKFVBPDJSA-N
InChi (Click to copy)
InChI=1S/C24H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h8-9,11-12,14-15,17-18,26H,2-7,10,13,16,19-23H2,1H3,(H,25,27)/b9-8-,12-11-,15-14-,18-17-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7073
PubChem CID
5283460

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 439.14
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.59
Molar Refractivity 118.71

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Created at
-
Updated at
7th Feb 2024