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Merck
CN

A7357

Arachidonoylserotonin

≥98% (HPLC), oil

Synonym(s):

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

Empirical Formula (Hill Notation):
C30H42N2O2
CAS Number:
187947-37-1
Molecular Weight:
462.67
UNSPSC Code:
12352200
PubChem Substance ID:
329770927
MDL number:
MFCD02179189
Assay:
≥98% (HPLC)
Form:
oil
Quality level:
100

Key Documents

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Quality Level

100

assay

≥98% (HPLC)

form

oil

color

yellow

solubility

DMSO: >10 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

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-

InChI key

QJDNHGXNNRLIGA-DOFZRALJSA-N

Application

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.

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (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
Ya Wang et al.
Biochimica et biophysica acta, 1862(9), 823-831 (2017-05-21)
Fatty acid amides (FAAs), conjugates of fatty acids with ethanolamine, mono-amine neurotransmitters or amino acids are a class of molecules that display diverse functional roles in different cells and tissues. Recently we reported that one of the serotonin-fatty acid conjugates
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Global Trade Item Number

SKUGTIN
A7357-5MG04061832555430
A7357-25MG04061832555423

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