Structure Database (LMSD)

Common Name
N-arachidonoyl vanillylamine
Systematic Name
N-(5Z,8Z,11Z,15Z-eicosatetraenoyl)-vanillylamine
Synonyms
  • NAVA
LM ID
LMFA08020154
Formula
C28H41NO3
Exact Mass
Calculate m/z
439.308644
Sum Composition
NA 28:8;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]
Methoxy fatty acids [FA0108]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Endocannabinoid Oxygenation by Cyclooxygenases, Lipoxygenases, and Cytochromes P450: Cross-Talk between the Eicosanoid and Endocannabinoid Signaling Pathways,
Chem Rev, 2011
Pubmed ID: 21923193

String Representations

InChiKey (Click to copy)
QVLMCRFQGHWOPM-ZKWNWVNESA-N
InChi (Click to copy)
InChI=1S/C28H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-28(31)29-24-25-21-22-26(30)27(23-25)32-2/h7-8,10-11,13-14,16-17,21-23,30H,3-6,9,12,15,18-20,24H2,1-2H3,(H,29,31)/b8-7-,11-10-,14-13-,17-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)NCC1C=C(OC)C(O)=CC=1

Other Databases

CHEBI ID
187796
PubChem CID
6449767
Cayman ID
90052
GuidePharm ID
2485

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 485.95
Topological Polar Surface Area 58.56
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.16
Molar Refractivity 134.91

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Updated at
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