A potent 5-HT1Dβ receptor agonist
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Nonyloxytryptamine (oxalate)

Item No. 21517

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(nonyloxy)-1H-indole-3-ethanamine, monoethanedioate
CAS Number
157798-13-5
Molecular Formula
C19H30N2O • C2H2O4
Formula Weight
392.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 20 mg/mlEthanol: Slightly soluble
λmax
278 nm
SMILES
NCCC1=CNC2=CC=C(OCCCCCCCCC)C=C21.OC(C(O)=O)=O
InChi Code
InChI=1S/C19H30N2O.C2H2O4/c1-2-3-4-5-6-7-8-13-22-17-9-10-19-18(14-17)16(11-12-20)15-21-19;3-1(4)2(5)6/h9-10,14-15,21H,2-8,11-13,20H2,1H3;(H,3,4)(H,5,6)
InChi Key
JORSCLBFSAAOFR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Nonyloxytryptamine is a potent agonist of the serotonin (5-HT) receptor 5-HT1Dβ with an EC50 value of 68 nM for adenylate cyclase activity in CHOKM6 cells transfected with the human 5-HT1Dβ receptor.1 It is selective for 5-HT1Dβ over 5-HT1A for its adenylate cyclase activity, with an EC50 greater than 1 μM for 5-HT1A. It binds to 5-HT1Dβ, 5-HT1A, 5-HT1B, 5-HT2A, and 5-HT2C receptors in vitro (Kis = 1.2-315 nM). Nonyloxytryptamine also inhibits reovirus-mediated cell death in a dose-dependent manner but has no effect on reovirus attachment or internalization.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Glennon, R.A., Hong, S.-S., Dukat, M., et al. 5-(Nonyloxy)tryptamine: A novel high-affinity 5-HT1Dβ serotonin receptor agonist. J. Med. Chem. 37(18), 2828-2830 (1994).

    2. Mainou, B.A., Ashbrook, A.W., Smith, E.C., et al. Serotonin receptor agonist 5-nonyloxytryptamine alters the kinetics of reovirus cell entry. J. Virol. 89(17), 8701-8712 (2015).