Structure Database (LMSD)

Common Name
(+)N-(1S-methyl-2-hydroxy-ethyl) alpha,alpha-dimethylarachidonoyl amine
Systematic Name
N-(1S-methyl-2-hydroxy-ethyl)-2,2-dimethyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-(1S-methyl-2-hydroxy-ethyl)alpha,alpha-dimethylarachidonoylamide
LM ID
LMFA08020039
Formula
C25H43NO2
Exact Mass
Calculate m/z
389.329379
Sum Composition
NA 25:4;O
Status
Active
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]
Branched fatty acids [FA0102]
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)
DWIDPHSUBSOTHT-HRJYBQMVSA-N
InChi (Click to copy)
InChI=1S/C25H43NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(3,4)24(28)26-23(2)22-27/h9-10,12-13,15-16,18-19,23,27H,5-8,11,14,17,20-22H2,1-4H3,(H,26,28)/b10-9-,13-12-,16-15-,19-18-/t23-/m0/s1
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCC(C)(C)C(=O)N[C@@H](C)CO

Other Databases

LIPIDBANK ID
XPR7053
PubChem CID
5283421

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
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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Updated at
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