6-Sulfatoxy melatonin sodium salt

• CAS: 76290-78-3
• Catalog Number: ACM76290783
• Category: Main Products
• Molecular Weight: 350.32
• Molecular Formula: C₁₃H₁₄N₂NaO₆S
• Appearance: White to Light Brown Solid

Case Study

6-Sulfatoxymelatonin Sodium as a Calibration Standard for LC-MS/MS Quantification of Urinary Melatonin Metabolite

van Faassen, Martijn, et al. Clinical Chemistry and Laboratory Medicine (CCLM) 59.1 (2021): 187-195.

6-Sulfatoxymelatonin sodium is the sodium salt of the major urinary metabolite of melatonin. It serves as a primary calibration standard for the sensitive and reproducible quantification of 6-sulfatoxymelatonin in human urine by online solid-phase extraction coupled with tandem mass spectrometry (LC-MS/MS), enabling reliable assessment of circadian melatonin production.
Experimental Protocol: Urine samples (100 μL) were spiked with deuterated internal standard, diluted with phosphate-buffered saline, and subjected to online SPE. Chromatography used a diphenyl column with a gradient of ammonium acetate/formic acid and acetonitrile. Detection was performed in positive electrospray SRM mode (quantifier transition 329 > 190, qualifier 329 > 158). Method validation followed EMA guidelines. 24-h urine from 240 healthy individuals (20-79 years) and biological variation samples from 10 volunteers were analyzed.
Performance Evaluation: The method showed interassay CV < 5.4%, a lower limit of quantification of 0.2 nmol/L, and recovery between 85-115%. Comparison with ELISA by Passing-Bablok regression gave a slope of 0.86 (95% CI 0.63-1.13) with proportional bias. Urinary 6-sulfatoxymelatonin excretion decreased with age (p < 0.001). Within-subject variation was 12.2% for 24-h urine, 15.1% for night urine, and 39.2% for day urine; between-subject variation was 36.8% for 24-h urine.
Conclusion: 6-Sulfatoxymelatonin sodium enables precise, automated LC-MS/MS quantification, revealing high between-subject variability and age-dependent decline, supporting its use in circadian rhythm studies.

Custom Q&A

What is the molecular formula of 6-Sulfatoxy melatonin sodium salt?

The molecular formula is C13H15N2NaO6S.

What is the molecular weight of 6-Sulfatoxy melatonin sodium salt?

The molecular weight is 350.32 g/mol.

What are the synonyms for 6-Sulfatoxy melatonin sodium salt?

The synonyms are 6-Sulfatoxy Melatonin Sodium Salt, 76290-78-3, and sodium;[3-(2-acetamidoethyl)-5-methoxy-3H-indol-6-yl] sulfate.

What is the parent compound of 6-Sulfatoxy melatonin sodium salt?

The parent compound is [3-(2-acetamidoethyl)-5-methoxy-3H-indol-6-yl] hydrogen sulfate.

What are the component compounds of 6-Sulfatoxy melatonin sodium salt?

The component compounds are Sodium (CID 5360545) and [3-(2-acetamidoethyl)-5-methoxy-3H-indol-6-yl] hydrogen sulfate (CID 129627344).

When was 6-Sulfatoxy melatonin sodium salt created and modified?

It was created on 2017-09-07 and last modified on 2023-10-21.

What is the IUPAC name of 6-Sulfatoxy melatonin sodium salt?

The IUPAC name is sodium;[3-(2-acetamidoethyl)-5-methoxy-3H-indol-6-yl] sulfate.

What is the InChI of 6-Sulfatoxy melatonin sodium salt?

The InChI is InChI=1S/C13H16N2O6S.Na/c1-8(16)14-4-3-9-7-15-11-6-13(21-22(17,18)19)12(20-2)5-10(9)11;/h5-7,9H,3-4H2,1-2H3,(H,14,16)(H,17,18,19);/q;+1/p-1.

What is the InChIKey of 6-Sulfatoxy melatonin sodium salt?

The InChIKey is JIYURPOQDRFSFZ-UHFFFAOYSA-M.

What are the chemical and physical properties of 6-Sulfatoxy melatonin sodium salt?

The molecular weight is 350.32 g/mol, it has one hydrogen bond donor count, seven hydrogen bond acceptor count, six rotatable bond count, and a formal charge of 0.