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444300

Melatonin

Name: Melatonin
Brand: MM

A hormone that has been postulated as the mediator of photo-induced anti-gonadotropic activity in photoperiodic mammals.

Synonym(s):

Melatonin, N-Acetyl-5-methoxytryptamine, 5-Methoxy-N-acetyltryptamine

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₆N₂O₂

CAS Number:

73-31-4

Molecular Weight:

232.28

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00005655

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

OK to freeze, protect from light

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Properties

Quality Level

100

description

Merck USA index - 14, 5816

assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

white to slightly yellow

solubility

methanol: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[nH]1c2c(c(c1)CCNC(=O)C)cc(cc2)OC

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

Description

General description

A hormone that has been postulated as being a mediator of photic-induced anti-gonadotropic activity in photoperiodic mammals. Counteracts the apoptotic effects of etoposide in bone marrow cells. Melatonin receptors are coupled to a G-protein system. Inhibits rat cerebellar nitric oxide synthase (NOS).

A hormone that has been postulated as the mediator of photo-induced anti-gonadotropic activity in photoperiodic mammals. Counteracts the apoptotic effects of etoposide in bone marrow cells. Melatonin receptors are coupled to a G-protein system. Exhibits antioxidant properties. Has neuroprotective effects against Aβ peptides. Inhibits rat cerebellar nitric oxide synthase (NOS). Also acts as a peroxynitrite scavenger.

Biochem/physiol Actions

Cell permeable: no

Primary Target
rat NOS

Product does not compete with ATP.

Reversible: no

Preparation Note

Following reconstiution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Pappolla, M.A., et al. 2002. J. Pineal Res.32, 135.
Reiter, R.J., and Tan, D.X. 2002. Ann. N.Y. Acad. Sci.957, 341.
Cuzzocrea, S., et al. 1998. J. Pineal Res. 25, 24.
Maestroni, G.J., et al. 1994. Cancer Res. 54, 2429.
Pozo, D., et al. 1994. Life Sciences55, PL455.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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wgk

WGK 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c