(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide
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(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide
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CAS No:
187947-37-1
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Formula:
C30H42N2O2
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Chemical Name:
(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide
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Synonyms:
5,8,11,14-Eicosatetraenamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-,(5Z,8Z,11Z,14Z)-;5,8,11,14-Eicosatetraenamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-,(all-Z)-;(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide;N-Arachidonoylserotonin;AA-5-HT
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CAS No:
Description
N-arachidonoylserotonin is an N-acylserotonin obtained by formal condensation of the carboxy group of arachidonic acid with the primary amino group of serotonin. It has a role as a human metabolite, a signalling molecule, an antioxidant, an anti-inflammatory agent, an anticonvulsant, a capsaicin receptor antagonist and an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor. It is a member of phenols and a N-acylserotonin. It derives from an arachidonic acid.
(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide Basic Attributes
462.67
462.67
(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide Use and Manufacturing
Dual fatty acid amide hydrolase (FAAH) inhibitor/TRPV1 antagonist (IC 50 values are 5.6 μ M and 37-40 nM for FAAH and TRPV1 respectively). Inactive at cPLA 2 , CB 1 or 5-HT receptors. Displays strong analgesic activity against both acute and chronic peripheral pain.
Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl amines [FA0802]
Computed Properties
Molecular Weight:462.7
XLogP3:7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:17
Exact Mass:462.324628587
Monoisotopic Mass:462.324628587
Topological Polar Surface Area:65.1
Heavy Atom Count:34
Complexity:652
Defined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide
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