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CAS 2208-40-4

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6-Sulfatoxymelatonin

Description:
6-Sulfatoxymelatonin, with the CAS number 2208-40-4, is a metabolite of melatonin, a hormone primarily produced by the pineal gland that regulates sleep-wake cycles. This compound is characterized by its sulfonate group, which enhances its solubility in water compared to its parent compound, melatonin. It is typically found in biological fluids and is often used as a biomarker for melatonin production and circadian rhythm studies. The substance exhibits antioxidant properties and plays a role in various physiological processes, including sleep regulation and immune response. Its synthesis involves the sulfation of melatonin, which occurs in the liver. In research, 6-sulfatoxymelatonin is frequently measured in urine samples to assess melatonin levels and circadian rhythm disturbances. The compound is generally considered safe, but its effects can vary based on individual metabolic differences and health conditions. Overall, 6-sulfatoxymelatonin serves as an important indicator in chronobiology and sleep research.
Formula:C13H16N2O6S
InChI:InChI=1/C13H16N2O6S/c1-8(16)14-4-3-9-7-15-11-6-13(21-22(17,18)19)12(20-2)5-10(9)11/h5-7,15H,3-4H2,1-2H3,(H,14,16)(H,17,18,19)
InChI key:InChIKey=QQEILXDLZRLTME-UHFFFAOYSA-N
SMILES:C(CNC(C)=O)C=1C=2C(=CC(OS(=O)(=O)O)=C(OC)C2)NC1
Synonyms:
  • 6-Hydroxymelatonin sulfate
  • Acetamide, N-[2-(6-hydroxy-5-methoxyindol-3-yl)ethyl]-, hydrogen sulfate (ester)
  • Acetamide, N-[2-(6-hydroxy-5-methoxyindol-3-yl)ethyl]-, hydrogen sulfate
  • N-[2-[5-Methoxy-6-(sulfooxy)-1H-indol-3-yl]ethyl]acetamide
  • Acetamide, N-[2-[5-methoxy-6-(sulfooxy)-1H-indol-3-yl]ethyl]-
  • See more synonyms
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