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A7357

Sigma-Aldrich

Arachidonoylserotonin

≥98% (HPLC), oil

Sinonimo/i:

AA-5-HT, N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenamide

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About This Item

Formula empirica (notazione di Hill):
C30H42N2O2
Numero CAS:
187947-37-1
Peso molecolare:
462.67
Numero MDL:
MFCD02179189
Codice UNSPSC:
12352200
ID PubChem:
329770927

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

oil

Colore

yellow

Solubilità

DMSO: >10 mg/mL

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCc1c[nH]c2ccc(O)cc12

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-
QJDNHGXNNRLIGA-DOFZRALJSA-N

Applicazioni

Arachidonoylserotonin is a fatty acid amide hydrolase (FAAH) inhibitor and transient receptor potential vanilloid-type I (TRPV1) antagonist. Both FAAH and TRPV1 are targets for chronic pain treatment. Arachidonoylserotonin has been used in a study to determine the involvement of endovanilloids in the cortical plastic changes associated with peripheral nerve injury.

Azioni biochim/fisiol

Arachidonoylserotonin is a Fatty Acid Amide Hydrolase (FAAH) Inhibitor and Transient Receptor Potential Vanilloid-Type I (TRPV1) Antagonist.
Arachidonoylserotonin is a Fatty Acid Amide Hydrolase (FAAH) Inhibitor and Transient Receptor Potential Vanilloid-Type I (TRPV1) Antagonist. FAAH and TRPV1 are targets for chronic pain treatment. Arachidonylserotonin is a dual target agent and is analgesic in rodents.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
109K4609
068K4610

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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.
Molecular Pain, 17, 7-7 (2011)
D De Filippis et al.
Pharmacological research, 61(4), 321-328 (2009-11-26)
The endocannabinoids anandamide and 2-arachidonoylglycerol, and the anandamide-congener, palmitoylethanolamide, are all substrates for the enzyme fatty acid amide hydrolase, and are endowed with anti-inflammatory actions exerted via cannabinoid receptors or, in the case of palmitoylethanolamide, also via other targets. We
Barbara Costa et al.
Pharmacological research, 61(6), 537-546 (2010-02-09)
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 potential vanilloid type-1 (TRPV1) channels in inflammatory pain, we tested the capability
Pedro H Gobira et al.
Journal of psychopharmacology (Oxford, England), 31(6), 750-756 (2017-06-07)
Anandamide, an endocannabinoid, inhibits aversive responses by activating the CB
Luciano R Vilela et al.
Basic & clinical pharmacology & toxicology, 115(4), 330-334 (2014-03-29)
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 channels, generally with an opposite outcome on neuronal modulation. Thus, we suggested that the
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