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| 6-HYDROXYMELATONIN Basic information |
| 6-HYDROXYMELATONIN Chemical 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 |
| 6-HYDROXYMELATONIN Usage And Synthesis |
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 metabolite of Melatonin (S689050). | Uses | A major human metabolite of Melatonin | 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 |
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