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Merck

444300

Melatonin

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

Product Name

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

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

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

Quality Level

100

Related Categories

Preparation Note

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

Legal Information

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

Biochem/physiol Actions

Cell permeable: no
Primary Target
rat NOS
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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