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Chinese Factory Supply Wholesale N-ACETYL-5-HYDROXYTRYPTAMINE 1210-83-9 with Cheap Price
- Molecular Formula: C12H14N2O2
- Molecular Weight: 218.255
- Appearance/Colour: White to off-white or slightly pink powder
- Vapor Pressure: 5.25E-13mmHg at 25°C
- Melting Point: 120-122 °C(lit.)
- Refractive Index: 1.651
- Boiling Point: 556.8 °C at 760 mmHg
- PKA: 10.09±0.40(Predicted)
- Flash Point: 214-916-5
- PSA： 65.12000
- Density: 1.268 g/cm3
- LogP: 1.94300
N-ACETYL-5-HYDROXYTRYPTAMINE(Cas 1210-83-9) Usage
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Biological Activity |
n-acetylserotonin is an agonist at the melatonin receptors mt1, mt2, and mt3.a melatonin receptor is a g protein-coupled receptor binding melatonin. three types of melatonin receptor have been identified. the mt1 and mt2 receptor subtypes are in humans and other mammals, whereas an additional melatonin receptor subtype mt3 has been identified in amphibia and birds. |
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Biochem/physiol Actions |
N-acetyl-serotonin (NAS/normelatonin) can act as a shelter to neurons due to its protecting ability against oxidative challenges. It can also repress the actions of the transcription factor NF-kappaB. NAS possesses antioxidant and antiaging actions. It has protective action against β-amyloid induced neurotoxicity. It helps to maintain the optimal fluidity of the biological membranes. |
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in vitro |
n-acetylserotonin, a precursor of melatonin, was acetylated from serotonin by arylalkylamine nacetyltransferase (aanat). n-acetylserotonin was found to be able to swiftly activate trkb in a circadian manner. n-acetylserotonin also exhibited antidepressant effect in a trkb-dependent manner. in additioin, n-acetylserotonin could rapidly activate trkb, but not trka or trkc, in a neurotrophin- and mt3 receptor-independent manner. moreover, n-acetylserotonin, but not melatonin, showed a robust antidepressant-like behavioral effect in a trkb-dependent way [1]. |
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in vivo |
animal study found that in bdnf knockout mice the administration of n-acetylserotonin could activate trkb. moreover, the endogenous trkb was activated in wild-type c3h/f+/+ mice but not in aanat-mutated c57bl/6j mice, in a circadian rhythm. in addition, trkb activation was found to be high at night in the dark and low during the day [1]. |
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references |
[1] jang, s. w.,liu, x.,pradoldej, s., et al. n-acetylserotonin activates trkb receptor in a circadian rhythm. proceedings of the national academy of sciences of the united states of america 107(8), 3876-3881 (2010). |
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Definition |
ChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin. |
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General Description |
N-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway. |
InChI:InChI=1/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
1210-83-9 Relevant articles
Knockout of arabidopsis serotonin N-acetyltransferase-2 reduces melatonin levels and delays flowering
Lee, Hyoung Yool,Lee, Kyungjin,Back, Kyoungwhan
, (2019)
Melatonin plays roles in both plant grow...
Synthesis and evaluation of the antiovulatory activity of a variety of melatonin analogues
Flaugh,Crowell,Clemens,Sawyer
, p. 63 - 69 (1979)
A series of melatonin analogues was synt...
On the microbiological conversion of N-containing substrates. 4. On the microbiological conversion of 5-hydroxyindole through Clavic eps purpurea, Cordyceps militaris and Aspergillus oryzae
Mutschler,Rochelmeyer,W?lffling
, p. 291 - 294 (1968)
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Mutasynthesis of Physostigmines in Myxococcus xanthus
Winand, Lea,Schneider, Pascal,Kruth, Sebastian,Greven, Nico-Joel,Hiller, Wolf,Kaiser, Marcel,Pietruszka, J?rg,Nett, Markus
, p. 6563 - 6567 (2021)
The alkaloid physostigmine is an approve...
BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION
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Paragraph 0284; 0285, (2021/04/02)
The present disclosure provides biomarke...
Biocatalytic C3-Indole Methylation—A Useful Tool for the Natural-Product-Inspired Stereoselective Synthesis of Pyrroloindoles
Schneider, Pascal,Hen?en, Birgit,Paschold, Beatrix,Chapple, Benjamin P.,Schatton, Marcel,Seebeck, Florian P.,Classen, Thomas,Pietruszka, J?rg
supporting information, p. 23412 - 23418 (2021/09/20)
Enantioselective synthesis of bioactive ...
Synthesis process of melatonin intermediate N-acetyl serotonin
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Paragraph 0026-0041, (2021/09/15)
The invention relates to the technical f...
1210-83-9 Process route
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![N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide](/upload/2026/10/d6113be3d6a5439dbc6e711535528313_1dd8a884-ff87-455c-acd2-5e042c52ab60.png)
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68062-88-4
N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide
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1210-83-9
N-acetyl-5-hydroxytryptamine
| Conditions | Yield |
|---|---|
|
With
hydrogen;
nickel;
In
ethanol;
under 2068.6 Torr;
|
95%
|
|
With
palladium 10% on activated carbon; hydrogen; ammonium formate;
In
ethanol;
for 2h;
Reflux;
Inert atmosphere;
|
85%
|
|
With
hydrogen;
nickel;
|
|
|
With
palladium on activated charcoal; hydrogen;
In
ethyl acetate;
|
|
|
With
palladium 10% on activated carbon; ammonium formate;
In
ethanol;
for 0.5h;
Reflux;
|
1.80 g
|
|
With
palladium 10% on activated carbon; ammonium formate;
In
ethanol;
for 0.5h;
Inert atmosphere;
Reflux;
Schlenk technique;
|
1.8 g
|
-
-
28026-16-6
3-(2-acetamidoethyl)-1H-indol-5-yl acetate
-
-
1210-83-9
N-acetyl-5-hydroxytryptamine
| Conditions | Yield |
|---|---|
|
With
potassium carbonate;
In
methanol;
at 20 ℃;
for 1.6h;
|
65%
|
|
With
potassium carbonate;
In
methanol;
at 26 ℃;
for 2h;
|
1210-83-9 Upstream products
-
64-18-6
formic acid
-
136788-90-4
Nb-acetyl-1-hydroxytryptamine
-
68062-88-4
N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide
-
50-67-9
3-(2-aminoethyl)-1H-indol-5-ol
1210-83-9 Downstream products
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157798-12-4
5-(Nonyloxy)tryptamine
-
1345995-66-5
C23 H28 N2 O2
-
1345995-65-4
C22 H26 N2 O2
-
1345995-64-3
C21 H24 N2 O2
