2208-41-5
Chemical Structure
6-Hydroxymelatonin
- CAS No.: 2208-41-5
- Formula:C13H16N2O3
- Molecular Weight:248.28
IUPAC Name: (Z)-N-(2-(6-hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetimidic acid
InChIKey: OMYMRCXOJJZYKE-UHFFFAOYSA-N
SMILES: CC(NCCC1=CNC2=C1C=C(OC)C(O)=C2)=O
Biological Activity: 6-Hydroxymelatonin is the main metabolite of melatonin (HY-B0075) after being metabolized by CYP1A2 and can cross the blood-brain barrier. 6-Hydroxymelatonin has strong free radical scavenging ability and antioxidant activity, and can alleviate oxidative damage caused by various neurotoxins. 6-Hydroxymelatonin can cause oxidative DNA damage in the presence of copper ions through a "non-quinone" type redox cycling mechanism[1][2][3][4].
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6-Hydroxymelatonin | 99.68% | 6-Hydroxymelatonin is the main metabolite of melatonin (HY-B0075) after being metabolized by CYP1A2 and can cross the blood-brain barrier. 6-Hydroxymelatonin has strong free radical scavenging ability and antioxidant activity, and can alleviate oxidative damage caused by various neurotoxins. 6-Hydroxymelatonin can cause oxidative DNA damage in the presence of copper ions through a "non-quinone" type redox cycling mechanism. | ||||||||||||||||||||
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6-Hydroxymelatonin (Standard) | ≥98% | 6-Hydroxymelatonin (Standard) is the analytical standard of 6-Hydroxymelatonin. This product is intended for research and analytical applications. 6-Hydroxymelatonin is the main metabolite of melatonin (HY-B0075) after being metabolized by CYP1A2 and can cross the blood-brain barrier. 6-Hydroxymelatonin has strong free radical scavenging ability and antioxidant activity, and can alleviate oxidative damage caused by various neurotoxins. 6-Hydroxymelatonin can cause oxidative DNA damage in the presence of copper ions through a "non-quinone" type redox cycling mechanism. | ||||||||||||||||||||
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6-Hydroxy Melatonin-d4 | 97.34% | 6-Hydroxy Melatonin-d4 is the deuterium labeled 6-Hydroxy Melatonin. | ||||||||||||||||||||
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- [1]. Härtter S, et al. Orally given melatonin may serve as a probe drug for cytochrome P450 1A2 activity in vivo: a pilot study. Clin Pharmacol Ther. 2001 Jul;70(1):10-6. [Content Brief]
- [2]. Maharaj DS, et al. 6-Hydroxymelatonin protects against quinolinic-acid-induced oxidative neurotoxicity in the rat hippocampus. J Pharm Pharmacol. 2005 Jul;57(7):877-81. [Content Brief]
- [3]. Maharaj DS, et al. Melatonin and 6-hydroxymelatonin protect against iron-induced neurotoxicity. J Neurochem. 2006 Jan;96(1):78-81. [Content Brief]
- [4]. Sakano K, et al. Oxidative DNA damage induced by a melatonin metabolite, 6-hydroxymelatonin, via a unique non-o-quinone type of redox cycle. Biochem Pharmacol. 2004 Nov 1;68(9):1869-78. [Content Brief]