Structure Database (LMSD)

Common Name
Arachidonoyl Serotonin
Systematic Name
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide
Synonyms
  • AA-5HT
  • Arachinonoyl 5HT
LM ID
LMFA08020141
Formula
C30H42N2O2
Exact Mass
Calculate m/z
462.324628
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]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sus scrofa (#9823)
Mammalia (#40674)
Presence, formation and putative biological activities of N-acyl serotonins, a novel class of fatty-acid derived mediators, in the intestinal tract.,
Biochim Biophys Acta, 2011
Pubmed ID: 21798367
Coffea arabica (#13443)
Magnoliopsida (#3398)
Liquid chromatographic analysis of N-.beta.)-alkanoyl-5-hydroxytryptamine (C-5-HT) in green coffee beans,
J Agric Food Chem, 1979

String Representations

InChiKey (Click to copy)
QJDNHGXNNRLIGA-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C30H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(34)31-23-22-26-25-32-29-21-20-27(33)24-28(26)29/h6-7,9-10,12-13,15-16,20-21,24-25,32-33H,2-5,8,11,14,17-19,22-23H2,1H3,(H,31,34)/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(NCCC1=CNC2=CC=C(O)C=C12)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

Other Databases

CHEBI ID
132255
PubChem CID
10027372
Cayman ID
70665

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 2
Aromatic Rings 2
Rotatable Bonds 17
Van der Waals Molecular Volume 496.86
Topological Polar Surface Area 65.12
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.81
Molar Refractivity 145.50

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Created at
-
Updated at
4th May 2022