CHEBI:132255 - N-arachidonoylserotonin

ChEBI IDCHEBI:132255
ChEBI NameN-arachidonoylserotonin
Stars
ASCII NameN-arachidonoylserotonin
DefinitionAn N-acylserotonin obtained by formal condensation of the carboxy group of arachidonic acid with the primary amino group of serotonin.
Last Modified14 December 2016
Submitternhn
DownloadsMolfile
FormulaC30H42N2O2
Net Charge0
Average Mass462.678
Monoisotopic Mass462.32463
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1cnc2ccc(O)cc12
InChIInChI=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-
InChIKeyQJDNHGXNNRLIGA-DOFZRALJSA-N
Wikipedia
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor  An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of fatty acid amide hydrolase (EC 3.5.1.99).
signalling molecule  A molecular messenger in which the molecule is specifically involved in transmitting information between cells. Such molecules are released from the cell sending the signal, cross over the gap between cells by diffusion, and interact with specific receptors in another cell, triggering a response in that cell by activating a series of enzyme controlled reactions which lead to changes inside the cell.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
capsaicin receptor antagonist  Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
ChEBI Ontology
Outgoing Relation(s)
N-arachidonoylserotonin (CHEBI:132255) has functional parent arachidonic acid (CHEBI:15843)
N-arachidonoylserotonin (CHEBI:132255) has role anti-inflammatory agent (CHEBI:67079)
N-arachidonoylserotonin (CHEBI:132255) has role anticonvulsant (CHEBI:35623)
N-arachidonoylserotonin (CHEBI:132255) has role antioxidant (CHEBI:22586)
N-arachidonoylserotonin (CHEBI:132255) has role capsaicin receptor antagonist (CHEBI:70774)
N-arachidonoylserotonin (CHEBI:132255) has role EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor (CHEBI:64033)
N-arachidonoylserotonin (CHEBI:132255) has role human metabolite (CHEBI:77746)
N-arachidonoylserotonin (CHEBI:132255) has role signalling molecule (CHEBI:62488)
N-arachidonoylserotonin (CHEBI:132255) is a N-acylserotonin (CHEBI:134175)
N-arachidonoylserotonin (CHEBI:132255) is a phenols (CHEBI:33853)
IUPAC Name 
(5Z,8Z,11Z,14Z)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide
Synonyms  Source
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-(5Z,8Z,11Z,14Z)-eicosatetraenamideSUBMITTER
N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]serotoninChEBI
N-arachidonoyl-5-hydroxytryptamineChEBI
Arachidonoyl serotoninLIPID MAPS
arachidonoylserotoninChEBI
Arachinonoyl 5HTLIPID MAPS
UniProt Name  Source
N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotoninUniProt
Manual XrefsDatabases
Arachidonoyl_serotoninWikipedia
LMFA08020141LIPID MAPS
Registry NumbersSources
Reaxys:7667564Reaxys
Citations