CAS 2208-40-4

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]-
• 6-SULFATOXYMELATONIN
• sulfuric acid [3-(2-acetamidoethyl)-5-methoxy-1H-indol-6-yl] ester
• 6-(SULFONYLOXY)MELATONIN
• [3-(2-acetamidoethyl)-5-methoxy-1H-indol-6-yl] hydrogen sulfate

N-[2-[5-Methoxy-6-(sulfooxy)-1H-indol-3-yl]ethyl]acetamide

CAS: 2208-40-4

Formula: C₁₃H₁₆N₂O₆S

Molecular weight: 328.3409

Ref: IN-DA003AM3

6-Sulfatoxy Melatonin-d4 (Major) Sodium Salt

Controlled Product

CAS: 2208-40-4, 76290-78-3

Stability Hygroscopic
Applications A labelled metabolite of Melatonin (S689050).
References Huether, G., et al.: Life Sci., 51, 945 (1992), Holmes, M., et al.: J. Clin. Oncol., 18, 3668 (2000), Roth, G., et al.: J. Clin. Endocrinol. Metab., 86, 3292 (2001),

Formula: C₁₃D₄H₁₁N₂O₆S·Na

Color and Shape: Neat

Molecular weight: 354.35

Ref: TR-S689052