CHEBI:132255 - N-arachidonoylserotonin

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ChEBI Name N-arachidonoylserotonin
ChEBI ID CHEBI:132255
ChEBI ASCII Name N-arachidonoylserotonin
Definition An N-acylserotonin obtained by formal condensation of the carboxy group of arachidonic acid with the primary amino group of serotonin.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
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Formula C30H42N2O2
Net Charge 0
Average Mass 462.668
Monoisotopic Mass 462.325
InChI 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-
InChIKey QJDNHGXNNRLIGA-DOFZRALJSA-N
SMILES N1C=C(CCNC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C2=C1C=CC(O)=C2
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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.
capsaicin receptor antagonist
Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel.
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).
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
AA-5HT LIPID MAPS
Arachidonoyl serotonin LIPID MAPS
arachidonoylserotonin ChEBI
Arachinonoyl 5HT LIPID MAPS
N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotonin UniProt
N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]serotonin ChEBI
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-(5Z,8Z,11Z,14Z)-eicosatetraenamide SUBMITTER
N-arachidonoyl-5-hydroxytryptamine ChEBI
Manual Xrefs Databases
Arachidonoyl_serotonin Wikipedia
LMFA08020141 LIPID MAPS
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Registry Number Type Source
7667564 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
14 December 2016