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Merck

M5250

Sigma-Aldrich

Melatonin

powder, ≥98% (TLC)

Synonim(y):

N-Acetyl-5-methoxytryptamine

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About This Item

Wzór empiryczny (zapis Hilla):
C13H16N2O2
Numer CAS:
Masa cząsteczkowa:
232.28
Beilstein:
205542
Numer WE:
Numer MDL:
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
NACRES:
NA.32

pochodzenie biologiczne

synthetic (organic)

Poziom jakości

Próba

≥98% (TLC)

Postać

powder

kolor

white to off-white

mp

116.5-118 °C (lit.)

rozpuszczalność

ethanol: 50 mg/mL

temp. przechowywania

−20°C

ciąg SMILES

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)

Klucz InChI

DRLFMBDRBRZALE-UHFFFAOYSA-N

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Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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. 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.

Przestroga

Solutions are light sensitive and subject to oxidation.

Inne uwagi

This product is not tested for cell culture. End users must qualify this product for their respective applications.

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produkt powiązany

Numer produktu
Opis
Cennik

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


Certyfikaty analizy (CoA)

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Klienci oglądali również te produkty

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

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