Structure Database (LMSD)

Common Name
N-(5Z,8Z,11Z,14Z-tetracosatetraenoyl)-EA
Systematic Name
N-(5Z,8Z,11Z,14Z-tetracosatetraenoyl)-ethanolamine
Synonyms
  • 5,8,11,14-all-cis-tetracosanoylethanolamide
LM ID
LMFA08040023
Formula
C26H45NO2
Exact Mass
Calculate m/z
403.345029
Sum Composition
NAE 24:4
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)
VSXMETRRPGNXGU-AILJCPQKSA-N
InChi (Click to copy)
InChI=1S/C26H45NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26(29)27-24-25-28/h10-11,13-14,16-17,19-20,28H,2-9,12,15,18,21-25H2,1H3,(H,27,29)/b11-10-,14-13-,17-16-,20-19-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCCCCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7075
PubChem CID
5283462

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 473.74
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.37
Molar Refractivity 127.95

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Created at
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Updated at
7th Feb 2024