Structure Database (LMSD)

Common Name
N-(1R-methyl-2-hydroxy-ethyl) arachidonoyl amine
Systematic Name
N-(1R-methyl-2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-(1R-methyl-2-hydroxy-ethyl)arachidonoylamide
LM ID
LMFA08020040
Formula
C23H39NO2
Exact Mass
Calculate m/z
361.298079
Sum Composition
NA 23:4;O
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)
SQKRUBZPTNJQEM-FQPARAGTSA-N
InChi (Click to copy)
InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(26)24-22(2)21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-/t22-/m1/s1
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)N[C@H](C)CO

Other Databases

CHEBI ID
167729
LIPIDBANK ID
XPR7054
PubChem CID
6321351
Cayman ID
90070
GuidePharm ID
2506

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
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
18th Oct 2021