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6-HYDROXYMELATONIN

6-HYDROXYMELATONIN Structure
CAS No.
2208-41-5
Chemical Name:
6-HYDROXYMELATONIN
Synonyms
Sutan (Butylate);6-HYDROXYMELATONIN;6-Hydroxymelatonine;MELATONIN, 6-HYDROXY;Melatonin 6-Hydroxy Impurity;6Hydroxymelatonin,6 Hydroxymelatonin;N-ACETYL-6-HYDROXY-5-METHOXYTRYPTAMINE;6-HYDROXY-N-ACETYL-5-METHOXYTRYPTAMINE;Melatonin Impurity 3 (6-Hydroxy Melatonin);3-[N-ACETYLAMINOETHYL]-6-HYDROXY-5-METHOXYINDOLE
CBNumber:
CB4436858
Molecular Formula:
C13H16N2O3
Molecular Weight:
248.28
MOL File:
2208-41-5.mol
Modify Date:
2023/6/8 9:02:51

6-HYDROXYMELATONIN Properties

Melting point 172-175°C
Boiling point 564.7±50.0 °C(Predicted)
Density 1.266±0.06 g/cm3(Predicted)
storage temp. Refrigerator
solubility alcohol: soluble
form Solid
pka 10.12±0.40(Predicted)
color White to Beige
InChIKey OMYMRCXOJJZYKE-UHFFFAOYSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H351
Precautionary statements  P201-P301+P312+P330-P308+P313
Hazard Codes  Xn,N
Risk Statements  22-40-51/53-20
Safety Statements  36/37-60
WGK Germany  3
RTECS  AC3607000
NFPA 704
0
2 0

6-HYDROXYMELATONIN price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) H0627 6-Hydroxymelatonin 2208-41-5 50MG ₹71574.9 2022-06-14 Buy
Product number Packaging Price Buy
H0627 50MG ₹71574.9 Buy

6-HYDROXYMELATONIN Chemical Properties,Uses,Production

Description

6-hydroxy Melatonin is an active metabolite of melatonin . It is formed from melatonin by the cytochrome P450 (CYP) isoform CYP1A2 in human liver microsomes. 6-hydroxy Melatonin is a melatonin 1A (MT1A), MT1B, and MT2 receptor agonist. It inhibits dopamine release from isolated rabbit retina (IC50 = 0.0016 μM). 6-hydroxy Melatonin (10 and 100 μM) reduces increases in the levels of NF-κB, IL-6, and IL-8 and decreases in glutathione (GSH) levels in LPS- and peptidoglycan G-stimulated human umbilical vein endothelial cells (HUVECs) in an in vitro model of sepsis. It reduces iron-induced lipid oxidation in rat hippocampal homogenate when administered at a dose of 10 mg/kg.

Chemical Properties

Off-White to Pale Beige Solid

Uses

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.

Definition

ChEBI: A member of the class of tryptamines that is melatonin with a hydroxy group substituent at position 6.

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.

6-HYDROXYMELATONIN Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Acetyl-5-methoxy-6-hydroxy-1H-indole-3-ethanamine N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]ethanamide Sutan (Butylate) MELATONIN, 6-HYDROXY 3-[N-ACETYLAMINOETHYL]-6-HYDROXY-5-METHOXYINDOLE 6-HYDROXYMELATONIN 6-HYDROXY-N-ACETYL-5-METHOXYTRYPTAMINE N-ACETYL-6-HYDROXY-5-METHOXYTRYPTAMINE n-(2-(6-hydroxy-5-methoxyindol-3-yl)ethyl)-acetamid N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]acetamide 3-[2-(Acetylamino)ethyl]-5-methoxy-1H-indole-6-ol N-[2-(5-Methoxy-6-hydroxy-1H-indole-3-yl)ethyl]acetamide Acetamide, N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]- Melatonin 6-Hydroxy Impurity Melatonin Impurity 3 (6-Hydroxy Melatonin) 6-Hydroxymelatonine 6Hydroxymelatonin,6 Hydroxymelatonin 2208-41-5 Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Sulfur & Selenium Compounds Various Metabolites and Impurities Metabolites