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About This Item
Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
Molecular Weight:
232.28
UNSPSC Code:
12352200
NACRES:
NA.32
PubChem Substance ID:
EC Number:
200-797-7
Beilstein/REAXYS Number:
205542
MDL number:
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥98% (TLC)
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)
General description
Melatonin (N-acetyl-5-methoxytryptamine) is synthesized from an essential amino acid tryptophan. It is a pineal gland neurohormone. 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.
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.
- To determine the effect of melatonin on endoplasmic reticulum stress and sirtuin 1 expression in neuronal cells of newborn rats after hypoxia–ischemia.
- To study the effect of melatonin on chronic stress-induced gut dysfunction in stressed mice.
Biochem/physiol Actions
Melatonin is characterized with variety of properties such as antioxidant, autocoid, paracoid and hormonal properties, as well as anti- inflammatory and anti-apoptotic properties. Melatonin is implicated in the regulation of seasonal reproduction, energy metabolism and thermoregulation in mammals. 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.
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.
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
涉药品监管产品
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Related Content
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 attenuates stress-induced defecation: lesson from a rat model of stress-induced gut dysfunction.
Song GH
Neurogastroenterology and Motility, 17(5), 744-750 (2005)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M5250-10G | 04061835557707 |
| M5250-1G | 04061835557714 |
| M5250-250MG | 04061835557721 |
| M5250-5G | 04061835506422 |