Melatonin powder, (TLC) 1G

SKU:
M5250-1G
  • $97.90

    • Description

    Melatonin powder, ≥98% (TLC), 1G

    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