A melatonin analog
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Parent Compound(s)
20995Tryptamine
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N-acetyl Tryptamine

Item No. 18605

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(1H-indol-3-yl)ethyl]-acetamide
CAS Number
1016-47-3
Molecular Formula
C12H14N2O
Formula Weight
202.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
222, 282, 290 nm
SMILES
CC(NCCC1=CNC2=CC=CC=C21)=O
InChi Code
InChI=1S/C12H14N2O/c1-9(15)13-7-6-10-8-14-12-5-3-2-4-11(10)12/h2-5,8,14H,6-7H2,1H3,(H,13,15)
InChi Key
NVUGEQAEQJTCIX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

    $96

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    25 mg

    $158

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    50 mg

    $290

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    Product Description

    N-acetyl Tryptamine is a structural analog of melatonin (5-methoxy-N-acetyltryptamine; Item No. 14427) that binds the melatonin MT2 receptor (Ki = 41 nM).1 It acts as a melatonin receptor antagonist in frog skin and chicken retina and as a partial agonist in rabbit retina.2,3,4 N-acetyl Tryptamine is also a reaction product of assays for serotonin N-acetyltransferase, the penultimate enzyme in the melatonin biosynthetic pathway.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sugden, D., Pickering, H., Teh, M.T., et al. Melatonin receptor pharmacology: Toward subtype specificity. Biology of the Cell 89(8), 531-537 (1997).

    2. Dubocovich, M.L. Characterization of a retinal melatonin receptor. J. Pharmacol. Exp. Ther. 234(2), 395-401 (1985).

    3. Nonno, R., Pannacci, M., Lucini, V., et al. Ligand efficacy and potency at recombinant human MT2 melatonin receptors: Evidence for agonist activity of some mt1-antagonists. Brit. J. Pharmacol. 127(5), 1288-1294 (2016).

    4. Dubocovich, M.L., Masana, M.I., Iacob, S., et al. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor. Naunyn-Schmiedeberg's Arch. Pharmacol. 355(3), 365-375 (1997).

    5. DeAngelis, J., Gastel, J., Klein, D.C., et al. Kinetic analysis of the catalytic mechanism of serotonin N-acetyltransferase (EC 2.3.1.87). The Journal of Biological Chemisty 273(5), 3045-3050 (1998).