6-Hydroxymelatonin

Name: 6-Hydroxymelatonin
Brand: SIGMA

antioxidant

别名:

3-(N-Acetylaminoethyl)-6-hydroxy-5-methoxyindole

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关于此项目

经验公式（希尔记法）:

C₁₃H₁₆N₂O₃

化学文摘社编号:

2208-41-5

分子量:

248.28

UNSPSC Code:

41116107

PubChem Substance ID:

24278458

NACRES:

NA.77

MDL number:

MFCD00037971

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属性

产品名称

6-Hydroxymelatonin,

solubility

alcohol: soluble

Quality Segment

100

SMILES string

COc1cc2c(CCNC(C)=O)c[nH]c2cc1O

InChI

1S/C13H16N2O3/c1-8(16)14-4-3-9-7-15-11-6-12(17)13(18-2)5-10(9)11/h5-7,15,17H,3-4H2,1-2H3,(H,14,16)

InChI key

OMYMRCXOJJZYKE-UHFFFAOYSA-N

Gene Information

human ... MTNR1A(4543), MTNR1B(4544)

说明

General description

6-Hydroxymelatonin (6-OHM) is a melatonin metabolite. It is produced in the liver by the action of cytochrome P450 enzyme as well as by photodegradation of melatonin. In the central nervous system, it exists as a sulfated form. 6-OHM is a partial melatonin receptor MT2 agonist.

Application

6-Hydroxymelatonin has been used as a melatonin derivative to test its protective effects in ultra violet B (UVB)-induced oxidative stress melanocytes and keratinocytes.

Biochem/physiol Actions

6-Hydroxymelatonin (6-OHM) is an antioxidant with a free radical scavenging role. Like melatonin, it reduces the impact of UVB-induced oxidative stress in melanocytes. It also aids protection during iron (Fe²⁺)-induced neurotoxicity. 6-OHM effectively reduces lipid peroxidation and superoxide anion production induced by potassium cyanide (KCN).