Structure Database (LMSD)

Common Name
N-(17-methyl-5Z,8Z,11Z,14Z-docosatetraenoyl)-EA
Systematic Name
N-(17-methyl-5Z,8Z,11Z,14Z-docosatetraenoyl)-ethanolamine
Synonyms
  • 17-methyl-5,8,11,14-all-cis-docosatetraenoyl ethanolamide
LM ID
LMFA08040027
Formula
C25H43NO2
Exact Mass
Calculate m/z
389.329379
Sum Composition
NAE 23:4
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)
JBTMRPVMELNRLS-WGTJKWGZSA-N
InChi (Click to copy)
InChI=1S/C25H43NO2/c1-3-4-16-19-24(2)20-17-14-12-10-8-6-5-7-9-11-13-15-18-21-25(28)26-22-23-27/h5,7-8,10-11,13-14,17,24,27H,3-4,6,9,12,15-16,18-23H2,1-2H3,(H,26,28)/b7-5-,10-8-,13-11-,17-14-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CC(C)CCCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7079
PubChem CID
5283465

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 456.44
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.84
Molar Refractivity 123.26

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Created at
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Updated at
7th Feb 2024