A7342
N-Acetyltryptamine
powder
Synonym(s):
3-(2-N-Acetylaminoethyl)indole
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About This Item
Empirical Formula (Hill Notation):
C12H14N2O
CAS Number:
Molecular Weight:
202.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
form
powder
solubility
alcohol: soluble
storage temp.
2-8°C
SMILES string
CC(=O)NCCc1c[nH]c2ccccc12
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
Gene Information
human ... MTNR1A(4543), MTNR1B(4544)
General description
N-Acetyltryptamine is a melatonin analog present in mammalian blood. It is derived from tryptophan.
Application
N-Acetyltryptamine has been used as an internal standard in liquid chromatography-tandem mass spectrometry (LC/MS/MS). It has also been used as an internal standard in melatonin concentration assay and tandem mass spectrometry for the quantification of plasma melatonin levels.
Biochem/physiol Actions
Mixed agonist-antagonist at melatonin receptors; antioxidant.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Burkhard Poeggeler et al.
Journal of pineal research, 33(1), 20-30 (2002-07-18)
Melatonin's O-methyl and N-acetyl residues are not only the basis of its amphilicity enabling the molecule to enter all organs and all subcellular compartments, but are also decisive for its antioxidant properties. We have compared melatonin's redox chemistry with that
N-Acetyltryptamine antagonizes the melatonin-induced inhibition of [3H]dopamine release from retina.
M L Dubocovich
European journal of pharmacology, 105(1-2), 193-194 (1984-10-01)
Silvia Carloni et al.
Molecules (Basel, Switzerland), 22(12) (2017-12-02)
Melatonin possesses potential efficacy in perinatal brain injuries, and has been proposed as adjunctive pharmacological therapy in combination with hypothermia in the clinical setting. However, the pharmacokinetics of melatonin in preterm and term newborns is still unknown. The aim of
An-Qi Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(23), 2259-2264 (2011-07-06)
For the endogenous substances with an ultra-low level in biological fluids, such as melatonin, the blank biological matrix is obviously not "blank". This problem leads to a serious issue of the bioanalytical methods development and validation by liquid chromatography coupled
Sameer Gupta et al.
General and comparative endocrinology, 239, 40-49 (2015-12-25)
The effect of photo-neuroendocrine system on the thymic (immune) functions is mediated by gonadal steroid and the pineal hormone melatonin. The present study explored the effect of photoperiod on the thymic melatonergic system and its role in protection of thymic
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