Structure Database (LMSD)

Common Name
N-arachidonoyl dihydroxypropylamine
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(1,3-dihydroxy-propyl-2-amine)
Synonyms
  • AA dihydroxypropylamine
  • Arachidonoyl Serinol
LM ID
LMFA08020072
Formula
C23H39NO3
Exact Mass
Calculate m/z
377.292994
Sum Composition
NA 23:4;O2
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]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand.,
J Med Chem, 1996
Pubmed ID: 8893848

String Representations

InChiKey (Click to copy)
QHELXIATGZYOIB-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C23H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(27)24-22(20-25)21-26/h6-7,9-10,12-13,15-16,22,25-26H,2-5,8,11,14,17-21H2,1H3,(H,24,27)/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(NC(CO)CO)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

Other Databases

HMDB ID
HMDB0013650
CHEBI ID
183197
PubChem CID
10595770
Cayman ID
62170

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 430.63
Topological Polar Surface Area 69.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.46
Molar Refractivity 116.00

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Created at
-
Updated at
18th Oct 2021