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
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
Safety
- Hazard Codes
- Xn,N
- Risk Statements
- 22-40-51/53-20
- Safety Statements
- 36/37-60
- WGK Germany
- 3
- RTECS
- AC3607000
N-Bromosuccinimide Price
- Product number
- H0627
- Product name
- 6-Hydroxymelatonin
- Packaging
- 50mg
- Price
- $782
- Updated
- 2024/03/01
- Product number
- 21857
- Product name
- 6-hydroxy Melatonin
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $81
- Updated
- 2024/03/01
- Product number
- 21857
- Product name
- 6-hydroxy Melatonin
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $238
- Updated
- 2024/03/01
- Product number
- 21857
- Product name
- 6-hydroxy Melatonin
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $380
- Updated
- 2024/03/01
- Product number
- H944625
- Product name
- 6-HydroxyMelatonin
- Packaging
- 5mg
- Price
- $165
- Updated
- 2021/12/16
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
Preparation Products
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