Chemical Property of 6-Hydroxymelatonin
Chemical Property:
- Vapor Pressure:2.35E-13mmHg at 25°C
- Melting Point:172-175oC
- Boiling Point:564.7°Cat760mmHg
- PKA:10.12±0.40(Predicted)
- Flash Point:295.3°C
- PSA:74.35000
- Density:1.266g/cm3
- LogP:1.95160
- Storage Temp.:Refrigerator
- Solubility.:alcohol: soluble
- XLogP3:1.2
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:4
- Exact Mass:248.11609238
- Heavy Atom Count:18
- Complexity:298
- Purity/Quality:
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99% *data from raw suppliers
6-HydroxyMelatonin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:Xn,N
- Statements:
22-40-51/53-20
- Safety Statements:
36/37-60
- MSDS Files:
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Total 1 MSDS from other Authors
Useful:
- Canonical SMILES:CC(=O)NCCC1=CNC2=CC(=C(C=C21)OC)O
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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.
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Uses
A major human metabolite of Melatonin 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.