Structure Database (LMSD)

Common Name
N-(5Z,8Z,11Z,14Z-heneicosatetraenoyl)-EA
Systematic Name
N-(5Z,8Z,11Z,14Z-heneicosatetraenoyl)-ethanolamine
Synonyms
  • 5,8,11,14-all-cis-heneicosatetraenoyl ethanolamide
  • 5Z,8Z,11Z,14Z-heneicosatetraenoyl ethanolamide
LM ID
LMFA08040020
Formula
C23H39NO2
Exact Mass
Calculate m/z
361.298079
Sum Composition
NAE 21:4
Status
Curated
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)
ORVHRBKYJKEGFB-ZKWNWVNESA-N
InChi (Click to copy)
InChI=1S/C23H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-21-22-25/h7-8,10-11,13-14,16-17,25H,2-6,9,12,15,18-22H2,1H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7072
PubChem CID
5283459

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 421.84
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.20
Molar Refractivity 114.10

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Created at
-
Updated at
7th Feb 2024