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H0627

6-Hydroxymelatonin

antioxidant

Synonym(s):

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

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Size/SKUAvailabilityPrice
50 mg
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$893.00

About This Item

Empirical Formula (Hill Notation):
C13H16N2O3
CAS Number:
2208-41-5
Molecular Weight:
248.28
UNSPSC Code:
41116107
PubChem Substance ID:
24278458
NACRES:
NA.77
MDL number:
MFCD00037971

$893.00

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Product Name

6-Hydroxymelatonin,

solubility

alcohol: soluble

Quality Segment

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

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).

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This Item
SMB00981M5250Y0002329
6-Hydroxymelatonin

Sigma-Aldrich

H0627

6-Hydroxymelatonin

2-Hydroxymelatonin ≥95% (HPLC)

Sigma-Aldrich

SMB00981

2-Hydroxymelatonin

Melatonin powder, ≥98% (TLC)

Sigma-Aldrich

M5250

Melatonin

Melatonin CRS, European Pharmacopoeia (EP) Reference Standard

Y0002329

Melatonin

description

-

description

≥95% (HPLC)

description

powder, ≥98% (TLC)

description

CRS, European Pharmacopoeia (EP) Reference Standard

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

-

solubility

alcohol: soluble

solubility

-

solubility

ethanol: 50 mg/mL

solubility

-

Gene Information

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

Gene Information

-

Gene Information

human ... MTNR1A(4543), MTNR1B(4544), NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Gene Information

-

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Codes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

PPE (personal protective equipment)

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

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