Melatonin

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

Custom Q&A

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.

Synthetic Use

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.