Description
Melatonin powder, (TLC) 250MG
Synonym(s):
N-Acetyl-5-methoxytryptamine
Empirical Formula (Hill Notation):
C13H16N2O2
CAS Number:
73-31-4
Molecular Weight:
232.28
Beilstein/REAXYS Number:
205542
EC Number:
200-797-7
MDL number:
MFCD00005655
PubChem Substance ID:
24278103
NACRES:
NA.32
PROPERTIES
Quality Level
200
biological source
synthetic (organic)
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)
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.
Packaging
250 mg in glass bottle
1, 5, 10 g in glass bottle
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. 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.
Features and Benefits
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds.
Caution
Solutions are light sensitive and subject to oxidation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M5250.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. Legal Information
LOPAC is a registered trademark of Sigma-Aldrich Co. LLC
SAFETY INFORMATION
Personal Protective Equipment
dust mask type N95 (US),Eyeshields,Gloves
RIDADR
NONH for all modes of transport
WGK Germany
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable