Potential TRPV1 antagonist
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Docosahexaenoyl Serotonin

Item No. 9000639

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenamide
CAS Number
283601-58-1
Molecular Formula
C32H42N2O2
Formula Weight
486.7
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.25 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(NCCC1=CNC2=CC=C(O)C=C12)=O
InChi Code
InChI=1S/C32H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(36)33-25-24-28-27-34-31-23-22-29(35)26-30(28)31/h3-4,6-7,9-10,12-13,15-16,18-19,22-23,26-27,34-35H,2,5,8,11,14,17,20-21,24-25H2,1H3,(H,33,36)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChi Key
PRXMZJYZMPHWIP-KUBAVDMBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $105

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    10 mg

    $200

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    50 mg

    $785

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    Product Description

    Docosahexaenoyl serotonin is a hybrid molecule patterned after arachidonoyl serotonin (Catalog No. 70665). Arachidonoyl serotonin is a dual antagonist of fatty acid amide hydrolase (FAAH) and the transient receptor potential vanilloid 1 (TRPV1) channel, reducing both acute and chronic peripheral pain.1,2 The effects of replacing the arachidonoyl portion with docosahexaenoyl have not been studied.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ortar, G., Cascio, M.G., De Petrocellis, L., et al. New N-arachidonoylserotonin analogues with potential "dual" mechanism of action against pain. J. Med. Chem. 50(26), 6554-6569 (2007).

    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. 150(6), 766-781 (2007).