This product is tested for solubility in Ethanol at 50 mg/mL. Melatonin is reportedly soluble at 2 mg/mL in water. Solutions are light sensitive and subject to oxidation. The long term stability of this material in solution has not been determined. Solutions may be stable for up to 2 weeks in a 30:70 solution of isopropanol and water at 0-5°C. Please see the link below to review additional information available in the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/335/752/m5250pis.pdf
M5250
Melatonin
powder, ≥98% (TLC)
Melatonin
Synonym(s):
N-Acetyl-5-methoxytryptamine
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Select a Size
M5250-250MG
$63.80
M5250-1G
$157.00
M5250-5G
$653.00
M5250-10G
$1,080.00
About This Item
Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
Molecular Weight:
232.28
Beilstein:
205542
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥98% (TLC)
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biological source
synthetic (organic)
Quality Level
Assay
≥98% (TLC)
form
powder
color
white to off-white
mp
116.5-118 °C (lit.)
solubility
ethanol: 50 mg/mL
storage temp.
−20°C
SMILES string
COc1ccc2[nH]cc(CCNC(C)=O)c2c1
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
Gene Information
human ... MTNR1A(4543), MTNR1B(4544), NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
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This Item | PHL22330 | 1380105 | BP1077 |
|---|---|---|---|
| biological source synthetic (organic) | biological source - | biological source - | biological source - |
| assay ≥98% (TLC) | assay ≥95.0% (HPLC) | assay - | assay - |
| Quality Level 200 | Quality Level - | Quality Level - | Quality Level - |
| form powder | form - | form - | form crystalline |
| storage temp. −20°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C |
| Gene Information human ... MTNR1A(4543), MTNR1B(4544), NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846) | Gene Information - | Gene Information - | Gene Information - |
General description
Melatonin (N-acetyl-5-methoxytryptamine) is synthesized from an essential amino acid tryptophan. It is a pineal gland neurohormone.[1][2] Direct, non-receptor-mediated free radical scavenging activity induced by melatonin, makes it unique from other classic hormones. Melatonin is expressed in variety of organisms such as bacteria, algae, fungi, plants, insects, and vertebrates including humans.[2][3]
Application
Melatonin has been administered to experimental animals for following studies:
- To determine if long-term melatonin administration is able to induce reproductive changes and how melatonin exerts its protective action related to lipid oxidation and antioxidant activities in the rat ovary during ovulation.[4]
- To determine the effect of melatonin on endoplasmic reticulum stress and sirtuin 1 expression in neuronal cells of newborn rats after hypoxia–ischemia.[3]
- To study the effect of melatonin on chronic stress-induced gut dysfunction in stressed mice.[1]
Biochem/physiol Actions
Hormone; mediates photoperiodicity in mammals; inhibits cerebellar nitric oxide synthetase; peroxynitrite scavenger. Melatonin has complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons but enhancing apoptotic cell death of cancer cells. Inhibits proliferation/metastasis of breast cancer cells by inhibiting estrogen receptor action.
Melatonin is characterized with variety of properties such as antioxidant, autocoid, paracoid and hormonal properties, as well as anti- inflammatory and anti-apoptotic properties.[2] Melatonin is implicated in the regulation of seasonal reproduction, energy metabolism and thermoregulation in mammals.[4] Melatonin plays a vital role in the lessening of neonatal hypoxia–ischemia (HI) induced endoplasmic reticulum (ER) stress and conserves sirtuin 1( SIRT-1) expression.[3]
Other Notes
This product is not tested for cell culture. End users must qualify this product for their respective applications.
Disclaimer
Solutions are light sensitive and subject to oxidation.
related product
Product No.
Description
Pricing
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Find documentation for the products that you have recently purchased in the Document Library.
Melatonin attenuates stress-induced defecation: lesson from a rat model of stress-induced gut dysfunction.
Song GH
Neurogastroenterology and Motility, 17(5), 744-750 (2005)
Long-term melatonin treatment reduces ovarian mass and enhances tissue antioxidant defenses during ovulation in the rat.
Chuffa LG
Brazilian journal of medical and biological research, 44(3), 217-223 (2011)
Melatonin: a hormone, a tissue factor, an autocoid, a paracoid, and an antioxidant vitamin.
Tan DX
Journal of Pineal Research, 34(1), 75-78 (2003)
Song Ding et al.
Journal of pineal research, 67(2), e12581-e12581 (2019-04-23)
Rupture of vulnerable plaques is the main trigger of acute cardio-cerebral vascular events, but mechanisms responsible for transforming a stable atherosclerotic into a vulnerable plaque remain largely unknown. Melatonin, an indoleamine hormone secreted by the pineal gland, plays pleiotropic roles
Ismail Gögenur et al.
Journal of pineal research, 57(1), 10-15 (2014-04-09)
The aim was to examine the effect of perioperative melatonin treatment on clinical cardiac morbidity and markers of myocardial ischemia in patients undergoing elective surgery for abdominal aortic aneurism. Reperfusion injury results in increased cardiac morbidity in patients undergoing surgery
Related Content
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HOW TO MAKE A STOCK SOLUTION ?
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What is the recommended method for storing stock solutions of item M5250, Melatonin?
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Following reconstitution for item M5250, Melatonin, it is recommended to aliquot and freeze it at -20°C. Stock solutions are stable for up to 3 months at -20°C.
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What is the shelf-life of this product when stored at -20C?
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This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.
Please see the link below to the product information sheet for additional product information.
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/335/752/m5250pis.pdfHelpful?
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Can I use melatonin for cell culture?
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This product is not tested for cell culture. End users must qualify this product for their respective applications.
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