Structure

Melatonin

CAS
73-31-4
Catalog Number
ACM73314
Category
Inhibitors
Molecular Weight
232.28 g/mol
Molecular Formula
C13H16N2O2

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Specification

Description
Melatonin is an indoleamine that has traditionally been considered only a sleep hormone in humans. Recently it has been found to naturally occur in plants and has shown attributes which could categorize it as an auxin. It has roles in in plant defense, and stress.
Synonyms
N-Acetyl-5-methoxytryptamine
IUPAC Name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
Canonical SMILES
CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC
InChI
InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
InChI Key
DRLFMBDRBRZALE-UHFFFAOYSA-N
Boiling Point
512.8ºC at 760 mmHg
Melting Point
116.5-118 °C
Flash Point
264°C
Density
1.175 g/cm³
Solubility
Miscible with water
Appearance
White powder
Application
Initially discovered in animals and later found in a majority of plant species, indoleamine neurotransmitter Melatonin is a multifunctional signaling molecule. Some of these functions include roles in plant defense, growth, development, responses to stress, antioxidant activity, and many more Evidence indicates Melatonin and Serotonin have a relationship similar to how the interaction of cytokinin and auxin affect plant growth.
Active Content
95%
Assay
0.99
Complexity
270
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
0
EC Number
200-797-7
Exact Mass
232.121177757
Form
Powder
Hazard Statements
T
Heavy Atom Count
17
Hydrogen Bond Acceptor Count
2
Hydrogen Bond Donor Count
2
MDL Number
MFCD00005655
Monoisotopic Mass
232.121177757
Notes
Plant Tissue Culture Tested
Packaging
1 kg
Physical State
Powder
Refractive Index
1.6
Rotatable Bond Count
4
Safety Description
S24/25
Stability
Stable under normal temperatures and pressures.
Storage Conditions
-15°C
Storage Temperature
-20 °C
Topological Polar Surface Area
54.1 Ų
WGK Germany
2
What is the chemical name of Melatonine?

The chemical name of Melatonine is N-(2-(5-Methoxyindol-3-yl)ethyl)acetamide.

What is the molecular formula of Melatonine?

The molecular formula of Melatonine is C13H16N2O2.

What is the main physiological function of Melatonine in the body?

The main physiological function of Melatonine is to regulate circadian rhythms and the sleep/awake cycle.

How is Melatonine synthesized in the body?

Melatonine is synthesized in the body by pineal cells obtaining tryptophan and converting it into 5-hydroxyltryptamine, which is further modified to form Melatonine.

What is the mechanism of action of Melatonine at its receptors?

Melatonine acts at the MT1 and MT2 receptors to promote sleep and regulate circadian rhythms.

What are the uses of Melatonine?

Melatonine can be used as a medicine, healthcare product, natural "sleeping pill", and in biochemical research.

How does Melatonine affect the brain?

Melatonine affects the brain by promoting the conversion of neurotransmitters and improving brain activity.

What are the safety guidelines for handling Melatonine?

Melatonine is hazardous and its safety guidelines include specific hazard codes, risk statements, and safety statements.

What are the physiological functions affected by Melatonine in the body?

Melatonine affects the brain, hypothalamus, pituitary gland, gonads, thyroid, adrenal cortex, and pancreatic island functions.

How does Melatonine act as a biological antioxidant?

Melatonine acts as a biological antioxidant by neutralizing reactive oxygen species, stimulating antioxidant enzymes, and protecting DNA.

Downstream Synthesis Route 1

  • 7647-01-0
  • 73-31-4
  • 66-83-1

Reference: [1] Physical Chemistry Chemical Physics, 2017, vol. 19, # 3, p. 2140 - 2147

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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