Arachidonoyl serotonin

Modify Date: 2024-01-02 15:10:04

Arachidonoyl serotonin Structure
Arachidonoyl serotonin structure
Common Name Arachidonoyl serotonin
CAS Number 187947-37-1 Molecular Weight 462.667
Density 1.0±0.1 g/cm3 Boiling Point 680.5±55.0 °C at 760 mmHg
Molecular Formula C30H42N2O2 Melting Point N/A
MSDS Chinese USA Flash Point 365.3±31.5 °C

 Use of Arachidonoyl serotonin


N-Arachidonoylserotonin (Arachidonyl serotonin; AA-5-HT) is a potent fatty acid amide hydrolase (FAAH) inhibitor with an IC50 value of 1~12 µM. N-Arachidonoylserotonin acts also as an antagonist of transient receptor potential vanilloid-type 1 (TRPV1) channels (IC50=70~100 nM). N-Arachidonoylserotonin is analgesic in rodents [1].

 Names

Name Arachidonoylserotonin
Synonym More Synonyms

 Arachidonoyl serotonin Biological Activity

Description N-Arachidonoylserotonin (Arachidonyl serotonin; AA-5-HT) is a potent fatty acid amide hydrolase (FAAH) inhibitor with an IC50 value of 1~12 µM. N-Arachidonoylserotonin acts also as an antagonist of transient receptor potential vanilloid-type 1 (TRPV1) channels (IC50=70~100 nM). N-Arachidonoylserotonin is analgesic in rodents [1].
Related Catalog
Target

IC50: 1~12 µM (FAAH), 70~100 nM (TRPV1 channels)[1]

References

[1]. Ortar G, et al. New N-arachidonoylserotonin analogues with potential "dual" mechanism of action against pain. J Med Chem. 2007;50(26):6554-6569.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 680.5±55.0 °C at 760 mmHg
Molecular Formula C30H42N2O2
Molecular Weight 462.667
Flash Point 365.3±31.5 °C
Exact Mass 462.324615
PSA 65.12000
LogP 7.16
Vapour Pressure 0.0±2.2 mmHg at 25°C
Index of Refraction 1.574

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Articles4

More Articles
Anticonvulsant effects of N-arachidonoyl-serotonin, a dual fatty acid amide hydrolase enzyme and transient receptor potential vanilloid type-1 (TRPV1) channel blocker, on experimental seizures: the roles of cannabinoid CB1 receptors and TRPV1 channels.

Basic Clin Pharmacol Toxicol. 115(4) , 330-4, (2014)

Selective blockade of anandamide hydrolysis, through the inhibition of the FAAH enzyme, has anticonvulsant effects, which are mediated by CB1 receptors. Anandamide, however, also activates TRPV1 chann...

The dual fatty acid amide hydrolase/TRPV1 blocker, N-arachidonoyl-serotonin, relieves carrageenan-induced inflammation and hyperalgesia in mice.

Pharmacol. Res. 61 , 537-46, (2010)

Given that the pharmacological or genetic inactivation of fatty acid amide hydrolase (FAAH) counteracts pain and inflammation, and on the basis of the established involvement of transient receptor pot...

The blockade of the transient receptor potential vanilloid type 1 and fatty acid amide hydrolase decreases symptoms and central sequelae in the medial prefrontal cortex of neuropathic rats de Novellis, V., et al.

Mol. Pain 17 , 7, (2011)

 Synonyms

(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-icosatetraenamide
Arachidonoyl serotonin
AA-5-HT N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenamide
(5Z,8Z,11Z,14Z)-N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide
Arachidonyl serotonin,N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-5,8,11,14-eicosatetraenamide
5,8,11,14-Eicosatetraenamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-, (5Z,8Z,11Z,14Z)-
Arachidonyl serotonin
N-Arachidonoylserotonin
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