Melatonin

SIGMA/M5250 - powder, ≥98% (TLC)

Synonym: N-Acetyl-5-methoxytryptamine

CAS Number: 73-31-4
Empirical Formula (Hill Notation): C₁₃H₁₆N₂O₂
Molecular Weight: 232.28
EC Number: 200-797-7
MDL Number: MFCD00005655
Linear Formula: C₁₃H₁₆N₂O₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-M5250-250MG	250 mg	$54.20 1/EA	Add To Favorites
45-M5250-1G	1 g	$101.00 1/EA	Add To Favorites
45-M5250-5G	5 g	$503.00 1/EA	Add To Favorites
45-M5250-10G	10 g	$825.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M5250-1G

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (TLC)
biological source	synthetic (organic)
color	white to off-white
form	powder
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
mp	116.5-118 °C (lit.)
Quality Level	200
SMILES string	COc1ccc2[nH]cc(CCNC(C)=O)c2c1
solubility	ethanol: 50 mg/mL
storage temp.	−20°C

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:	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.
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.
Disclaimer:	Solutions are light sensitive and subject to oxidation.
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.
Other Notes:	This product is not tested for cell culture. End users must qualify this product for their respective applications.
Packaging:	1, 5, 10 g in glass bottle
Packaging:	250 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (TLC)
mp	116.5-118 °C (lit.)
Storage Temp.	−20°C
UNSPSC	12352200

To Order From a Quote