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Oleoyl Serotonin

Catalog No.
C4167
TRPV1 channel inhibitor
Grouped product items
SizePriceStock Qty
10mg (solution)
$118.00
Ship with 5-10 days
50mg (solution)
$489.00
Ship with 5-10 days
100mg (solution)
$639.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Oleoyl Serotonin is a TRPV1 antagonist with IC50 value of 2.57 μM for human TRPV1 [1].

The transient receptor potential vanilloid-type 1 (TRPV1) channel is a nonselective cation channel that may be activated by a variety of exogenous and endogenous physical and chemical stimuli. TRPV1 is decreased in the injured nerve fibers but increased in those proximal to the site damage. TRPV1 is a potential new target for the development of analgesic and anti-inflammatory drugs [1].

Oleoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin. Arachidonoyl serotonin is a dual antagonist of TRPV1 and fatty acid amide hydrolase (FAAH) with IC50 values of 0.27 and 8 μM, respectively. Arachidonoyl serotonin was highly effective against both acute and chronic peripheral pain [1][2]. In TRPV1 and FAAH assays, Oleoyl serotonin inhibited anandamide hydrolysis by FAAH and capsaicin-induced intracellular Ca2+ elevation in HEK293 cells overexpressing the human recombinant TRPV1 receptor with IC50 values of > 50 μM and 2.57 μM, respectively [1].

References:
[1].  Ortar G, Cascio MG, De Petrocellis L, et al. New N-arachidonoylserotonin analogues with potential "dual" mechanism of action against pain. J Med Chem. 2007 Dec 27;50(26):6554-69.
[2].  Maione S, De Petrocellis L, de Novellis V, et al. Analgesic actions of N-arachidonoyl-serotonin, a fatty acid amide hydrolase inhibitor with antagonistic activity at vanilloid TRPV1 receptors. Br J Pharmacol. 2007 Mar;150(6):766-81.

Chemical Properties

Physical AppearanceA solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
StorageStore at -20°C
M.Wt440.1
Cas No.1002100-44-8
FormulaC28H44N2O2
Solubility≤15mg/ml in DMSO;15mg/ml in dimethyl formamide
Chemical NameN-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-9Z-octadecenamide
SDFDownload SDF
Canonical SMILESO=C(NCCC1=CNC2=CC=C(O)C=C12)CCCCCCC/C=C\CCCCCCCC
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

Oleoyl Serotonin