An indoleamine neurohormone that entrains circadian rhythms
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Active Metabolite(s)
34688AMK (hydrochloride)
Analytical Standard(s)
42524Melatonin 42564Melatonin (CRM)
Labeled Version(s)
22291Melatonin-d4
Technical Support & Resources

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Melatonin

Item No. 14427

Technical Information
Formal Name
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-acetamide
CAS Number
73-31-4
Synonyms
  • N-Acetyl-5-methoxytryptamine
  • 5-Methoxy-N-acetyltryptamine
  • NSC 56423
  • NSC 113928
Molecular Formula
C13H16N2O2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 20 mg/ml
λmax
224, 279 nm
SMILES
COC1=CC=C(NC=C2CCNC(C)=O)C2=C1
InChi Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Melatonin is an indoleamine neurohormone whose levels vary in a daily cycle, thereby allowing the entrainment of the circadian rhythms of several biological functions in animals, plants, and microbes.1 Many biological effects of melatonin are transduced through melatonin receptors, including the MT1, MT2, and MT3 subtypes.1 Melatonin also acts as a powerful antioxidant that protects lipids, proteins, and DNA against oxidative damage.2,3 Glutathione peroxidase, superoxide dismutases, and catalase are upregulated by melatonin, and melatonin scavenges free radicals as a terminal antioxidant.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Boutin, J.A., Audinot, V., Ferry, G., et alMolecular tools to study melatonin pathways and actions. Trends Pharmacol. Sci. 26(8), 412-419 (2005).

    2. Reiter, R.J., Tan, D.X., Manchester, L.C., et alBiochemical reactivity of melatonin with reactive oxygen and nitrogen species. Cell Biochem. Biophys. 34(2), 237-256 (2001).

    3. Reiter, R.J., Tang, L., Garcia, J.J., et alPharmacological actions of melatonin in oxygen radical pathophysiology. Life Sci. 60(25), 2255-2271 (1997).