N-Acetyltryptamine

Names

[ Name ]:
N-Acetyltryptamine

[Synonym ]:
N-[2-(1H-indol-3-yl)ethyl]acetamide
Tocris-0357
Chicago Sky Blue 6B
N-Acetyltryptamine
N-(2-(1H-Indol-3-yl)ethyl)acetamide

Biological Activity

[Description]:

N-Acetyltryptamine is a partial agonist for melatonin receptors in the retina[1]. N-Acetyltryptamine is also used for determination of serotonin N-acetyl transferase activity[2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor

Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor

Research Areas >> Neurological Disease

[References]

[1]. Sugden D, et al. Melatonin receptor pharmacology: toward subtype specificity. Biol Cell. 1997 Nov;89(8):531-7.

[2]. De Angelis J, et al. Kinetic analysis of the catalytic mechanism of serotonin N-acetyltransferase (EC 2.3.1.87). J Biol Chem. 1998 Jan 30;273(5):3045-50.

Chemical & Physical Properties

[ Density]:
1.164 g/cm3

[ Boiling Point ]:
484.7ºC at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₄N₂O

[ Molecular Weight ]:
202.25200

[ Flash Point ]:
246.9ºC

[ Exact Mass ]:
202.11100

[ PSA ]:
44.89000

[ LogP ]:
2.23740

[ Vapour Pressure ]:
1.51E-09mmHg at 25°C

[ Index of Refraction ]:
1.619

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Chloroplastic and cytoplasmic overexpression of sheep serotonin N-acetyltransferase in transgenic rice plants is associated with low melatonin production despite high enzyme activity.

J. Pineal Res. 58(4) , 461-9, (2015)

Serotonin N-acetyltransferase (SNAT), the penultimate enzyme in melatonin biosynthesis, catalyzes the conversion of serotonin into N-acetylserotonin. Plant SNAT is localized in chloroplasts. To test S...

Serine residues 110 and 114 are required for agonist binding but not antagonist binding to the melatonin MT(1) receptor.

Biochem. Biophys. Res. Commun. 282(5) , 1229-36, (2001)

Site-directed mutation of serine 110 (Ser(3.35)) and serine 114 (Ser(3.39)) in the human melatonin MT(1) receptor to alanine residues reduced ligand binding affinities of seven known melatonin recepto...

[The biosynthesis of low-molecular-weight nitrogen-containing secondary metabolite-alkaloids by the resident strains of Penicillium chrysogenum and Penicillium expansum isolated on the board of the Mir space station ].

Mikrobiologiia 71(6) , 773-7, (2002)

The analysis of the absorption spectra of the low-molecular-weight nitrogen-containing secondary metabolites--alkaloids--of 4 Penicillium chrysogenum strains and 6 Penicillium expansum strains isolate...