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H0627

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

Quality level:

100

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属性

产品名称

6-Hydroxymelatonin,

solubility

alcohol: soluble

Quality Level

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).

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H351

pcodes

P201 - P301 + P312 + P330 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Melatonin, sleep, and shift work adaptation.

James B Burch et al.

Journal of occupational and environmental medicine, 47(9), 893-901 (2005-09-13)

Night work is associated with disrupted circadian rhythms, fatigue, accidents, and chronic disease. Melatonin secretion helps regulate sleep and circadian rhythms. Melatonin, sleep disturbances, and symptoms (sleep, fatigue, mental) were compared among workers on permanent day, swing, and night shifts.

Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.

Zorica Janjetovic et al.

Journal of pineal research, 57(1), 90-102 (2014-05-29)

We investigated the protective effects of melatonin and its metabolites: 6-hydroxymelatonin (6-OHM), N1-acetyl-N2-formyl-5-methoxykynuramine (AFMK), N-acetylserotonin (NAS), and 5-methoxytryptamine (5-MT) in human keratinocytes against a range of doses (25, 50, and 75 mJ/cm2) of ultraviolet B (UVB) radiation. There was significant

Studies on the vasoconstrictor action of melatonin and putative melatonin receptor ligands in the tail artery of juvenile Wistar rats.

K N Ting et al.

British journal of pharmacology, 122(7), 1299-1306 (1998-01-08)

1. In this study we compared the vasoconstrictor activity of melatonin in rat isolated tail artery using two different recording systems, the Halpern pressure myograph and the Halpern-Mulvany wire myograph, with the view to determining a reliable method for obtaining

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货号	GTIN
H0627-50MG	04061832556680