Structure Database (LMSD)

Common Name
N-(2-isopropyl-5Z,8Z,11Z,14Z-eicosatetraenoyl)-EA
Systematic Name
N-(2-isopropyl-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine
Synonyms
  • 2-isopropylarachidonoyl-(2'-hydroxyethyl)amide
  • 2-isopropyl-arachidonoyl ethanolamide
LM ID
LMFA08040019
Formula
C25H43NO2
Exact Mass
Calculate m/z
389.329379
Sum Composition
NAE 23:4
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]
Branched fatty acids [FA0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Evaluation of cannabinoid receptor binding and in vivo activities for anandamide analogs.,
J Pharmacol Exp Ther, 1995
Pubmed ID: 7791088

String Representations

InChiKey (Click to copy)
HRUFJXCYLZUGDU-GKFVBPDJSA-N
InChi (Click to copy)
InChI=1S/C25H43NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24(23(2)3)25(28)26-21-22-27/h8-9,11-12,14-15,17-18,23-24,27H,4-7,10,13,16,19-22H2,1-3H3,(H,26,28)/b9-8-,12-11-,15-14-,18-17-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCC(C(C)C)C(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7071
PubChem CID
5283458

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 456.44
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.69
Molar Refractivity 123.19

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Created at
-
Updated at
7th Feb 2024