Structure Database (LMSD)

Common Name
N-(17,17-dimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl)-EA
Systematic Name
N-(17,17-dimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine
Synonyms
  • 17,17-dimethyl-5,8,11,14-all-cis-docosatetraenoylethanolamide
LM ID
LMFA08040025
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]
Branched fatty acids [FA0102]

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)
ZYEZKKALDOOLCG-SHSGONJBSA-N
InChi (Click to copy)
InChI=1S/C26H45NO2/c1-4-5-18-21-26(2,3)22-19-16-14-12-10-8-6-7-9-11-13-15-17-20-25(29)27-23-24-28/h6-7,10-13,16,19,28H,4-5,8-9,14-15,17-18,20-24H2,1-3H3,(H,27,29)/b7-6-,12-10-,13-11-,19-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CC(C)(C)CCCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7077
PubChem CID
5283463

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 473.74
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.23
Molar Refractivity 127.88

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Created at
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Updated at
7th Feb 2024