Structure Database (LMSD)

Common Name
N,N-(2,2-dihydroxy-ethyl) arachidonoyl amine
Systematic Name
N,N-(2,2-dihydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N,N-(2,2-dihydroxy-ethyl)arachidonoylamide
LM ID
LMFA08020028
Formula
C24H41NO3
Exact Mass
Calculate m/z
391.308644
Sum Composition
NA 24:4;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor.,
J Med Chem, 1997
Pubmed ID: 9057852

String Representations

InChiKey (Click to copy)
HVEFQBBVYPUGOM-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C24H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(28)25(20-22-26)21-23-27/h6-7,9-10,12-13,15-16,26-27H,2-5,8,11,14,17-23H2,1H3/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)N(CCO)CCO

Other Databases

CHEBI ID
137845
LIPIDBANK ID
XPR7042
PubChem CID
5283413

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 447.93
Topological Polar Surface Area 60.77
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.08
Molar Refractivity 121.12

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Created at
-
Updated at
18th Oct 2021