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6-HYDROXYMELATONIN

Product Name
6-HYDROXYMELATONIN
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
Formula Weight
248.28
MOL File
2208-41-5.mol
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6-HYDROXYMELATONIN Property

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
pka
10.12±0.40(Predicted)
form 
Solid
color 
White to Beige
InChIKey
OMYMRCXOJJZYKE-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-40-51/53-20
Safety Statements 
36/37-60
WGK Germany 
3
RTECS 
AC3607000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H0627
Product name
6-Hydroxymelatonin
Packaging
50mg
Price
$782
Updated
2024/03/01
Cayman Chemical
Product number
21857
Product name
6-hydroxy Melatonin
Purity
≥95%
Packaging
1mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
21857
Product name
6-hydroxy Melatonin
Purity
≥95%
Packaging
5mg
Price
$238
Updated
2024/03/01
Cayman Chemical
Product number
21857
Product name
6-hydroxy Melatonin
Purity
≥95%
Packaging
10mg
Price
$380
Updated
2024/03/01
TRC
Product number
H944625
Product name
6-HydroxyMelatonin
Packaging
5mg
Price
$165
Updated
2021/12/16
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6-HYDROXYMELATONIN Chemical Properties,Usage,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

A metabolite of Melatonin (M215000).

Uses

A major human metabolite of Melatonin

Uses

A metabolite of Melatonin (S689050).

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.

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).

6-HYDROXYMELATONIN Preparation Products And Raw materials

Raw materials

Diisobutylamine Ethanethiol

Preparation Products

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6-HYDROXYMELATONIN Suppliers

Canada 1 China 47 Germany 2 India 2 Switzerland 2 United Kingdom 1 United States 14 Global 69
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14059
Advantage
65
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9926
Advantage
65
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
19892
Advantage
58
Aladdin Scientific
Tel
+1-833-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57511
Advantage
58
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View Lastest Price from 6-HYDROXYMELATONIN manufacturers

Hebei Duling International Trade Co. LTD
Product
6-HYDROXYMELATONIN 2208-41-5
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2023-04-25

2208-41-5, 6-HYDROXYMELATONINRelated Search:

Sodium carbonate 6-hydroxymelatonin sulfotransferase 6-hydroxymelatonin glucuronide 5-Hydroxymelatonin Melatonine 5-Methoxytryptamine 3-(2-methylaminoethyl)-1H-indol-5-ol 5-Hydroxytryptamine 6-HYDROXYMELATONIN 6-HYDROXYMELATONIN SULFATE 6-hydroxytryptamine 5,6-DIHYDROXYINDOLE

  • 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
  • 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
  • Melatonin 6-Hydroxy Impurity
  • Acetamide, N-[2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-
  • 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