Potential TRPV1 antagonist
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Palmitoyl Serotonin

Item No. 9000630

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-hexadecanamide
CAS Number
212707-51-2
Molecular Formula
C26H42N2O2
Formula Weight
414.6
Purity
≥98%
Formulation
A neat solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
223, 278 nm
SMILES
CCCCCCCCCCCCCCCC(NCCC1=CNC2=CC=C(O)C=C12)=O
InChi Code
InChI=1S/C26H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-26(30)27-19-18-22-21-28-25-17-16-23(29)20-24(22)25/h16-17,20-21,28-29H,2-15,18-19H2,1H3,(H,27,30)
InChi Key
AKQOZSXOPVLUHA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $54

    Add

    10 mg

    $91

    Add

    50 mg

    $341

    Add

    100 mg

    $627

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Palmitoyl 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-type 1 (TRPV1) channel, reducing both acute and chronic peripheral pain.1,2 The effects of replacing the arachidonoyl portion with the saturated 16-carbon palmitoyl moiety have not been studied. However, replacement of arachidonate with saturated 11- or 12-carbon fatty acids produces compounds that potently inhibit capsaicin-induced TRPV1 channel activation (IC50 = 0.76 μM) without blocking FAAH-mediated hydrolysis of arachidonoyl ethanolamine (IC50 > 50 μM).1

    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).