Page last updated: 2024-12-06

6-sulfatoxymelatonin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

6-sulfatoxymelatonin, also known as melatonin sulfate, is a major metabolite of melatonin. It is formed by the sulfation of melatonin by the enzyme sulfotransferase. 6-sulfatoxymelatonin is found in high concentrations in urine, where it is thought to be excreted as a way to eliminate melatonin from the body. Studies suggest that 6-sulfatoxymelatonin may be involved in regulating sleep-wake cycles, and may have antioxidant and neuroprotective properties. Its high concentrations in urine and its stability make it a useful biomarker for measuring melatonin levels. Researchers study 6-sulfatoxymelatonin to understand its role in circadian rhythm regulation, its potential therapeutic applications, and its relationship to various diseases.'

6-sulfatoxymelatonin: metabolite of melatonin; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID65096
CHEBI ID185936
SCHEMBL ID342256
MeSH IDM0153886

Synonyms (24)

Synonym
6-sulphatoxymelatonin
6-hydroxymelatoninsulfate
6-hydroxymelatonin sulfate ester
acetamide, n-(2-(5-methoxy-6-(sulfooxy)-1h-indol-3-yl)ethyl)-
6-sulfatoxymelatonin
6-(sulfonyloxy)melatonin
S-9500
[3-(2-acetamidoethyl)-5-methoxy-1h-indol-6-yl] hydrogen sulfate
CHEBI:185936
2208-40-4
[3-(2-acetamidoethyl)-5-methoxy-1h-indol-6-yl] hydrogen sulate
unii-xs8z7gxt5e
6-sulphatoxy melatonin
xs8z7gxt5e ,
SCHEMBL342256
DTXSID40176576
n-{2-[5-methoxy-6-(sulfooxy)-1h-indol-3-yl]ethyl}ethanimidic acid
acetamide, n-[2-[5-methoxy-6-(sulfooxy)-1h-indol-3-yl]ethyl]-
3-(2-acetamidoethyl)-5-methoxy-1h-indol-6-yl hydrogen sulfate
6-sulfooxymelatonin
Q26998319
n-(2-(5-methoxy-6-(sulfooxy)-1h-indol-3-yl)ethyl)acetamide
6_sulfoxy_melatonin
[3-(2-acetamidoethyl)-5-methoxy-1h-indol-6-yl]oxidanesulfonic acid

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" These pharmacokinetic parameters were used to devise a 24-h periodic delivery schedule consisting of a 6-h constant infusion of exogenous melatonin, followed by an 18-h melatonin-free interval."( Pharmacokinetically guided melatonin scheduling in rats with circadian system suppression.
Claustrat, B; Deprés-Brummer, P; Lévi, F; Metzger, G; Morin, D; Tillement, JP; Touitou, Y; Urien, S, 1996
)
0.29

Compound-Compound Interactions

ExcerptReferenceRelevance
"In a within-subjects (n = 18), counterbalanced design, the circadian phase-shifting effects of 3 h of 1) bright light (3,000 lx) alone 2) and bright light combined with vigorous exercise were compared."( Circadian phase-delaying effects of bright light alone and combined with exercise in humans.
Elliott, JA; Kripke, DF; Youngstedt, SD, 2002
)
0.31
" Drugs were selected based not only on the knowledge that the 6-hydroxylation of exogenous melatonin, its principal pathway of metabolism, is mainly mediated by hepatic CYP1A2, but also on the likelihood of the drug being concurrently administered with melatonin."( Potential drug interactions with melatonin.
Ioannides, C; Papagiannidou, E; Skene, DJ, 2014
)
0.4

Bioavailability

ExcerptReferenceRelevance
" However, information on its bioavailability after consumption is lacking."( Intake of bean sprouts influences melatonin and antioxidant capacity biomarker levels in rats.
Aguilera, Y; Arribas, SM; Cayuelas, LT; de Pablo, ÁL; Herrera, T; Martin-Cabrejas, MA; Rebollo-Hernanz, M; Rodríguez-Rodríguez, P, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
"" No evidence for a dose-response relation was found."( Effects of exposure to 16.7 Hz magnetic fields on urinary 6-hydroxymelatonin sulfate excretion of Swiss railway workers.
Minder, CE; Pfluger, DH, 1996
)
0.29
"Using melatonin (MLT) as a circadian synchroniser in humans to treat rhythm disorders, it is desirable to have controlled-release dosage forms."( A melatonin preparation with a pulsatile liberation pattern: a new form of melatonin in replacement therapy.
Dittgen, M; Farker, K; Hoffmann, A; Hoffmann, H,
)
0.13
" The serum melatonin concentration profile following OROS (melatonin) dosing mimicked the normal endogenous serum melatonin concentration-time profile."( Feasibility and functionality of OROS melatonin in healthy subjects.
Gupta, SK; Langmuir, V; Shah, J, 1999
)
0.3
" More extensive studies will be required to clarify the factors of dose-response and phase-response."( Light mask 500 lux treatment for delayed sleep phase syndrome.
Ando, K; Cole, RJ; Elliott, JA; Kripke, DF, 1999
)
0.3
" The average 6-OHMS excretion on Friday was lower among the factory workers than in the reference group, but no monotonous dose-response was observed."( Nocturnal 6-hydroxymelatonin sulfate excretion in female workers exposed to magnetic fields.
Anderson, LE; Hansen, NH; Juutilainen, J; Kilpeläinen, M; Kumlin, T; Laitinen, JT; Sobel, E; Stevens, RG; Wilson, BW, 2000
)
0.31
" We suggest that HP may enhance salivary cortisol via a U-shaped dose-response relationship and that this may be mediated through a 5-HT2 mechanism."( Effect of sub-chronic treatment with Jarsin (extract of St John's wort, Hypericum perforatum) at two dose levels on evening salivary melatonin and cortisol concentrations in healthy male volunteers.
Franklin, M; Hafizi, S; Hockney, R; Murck, H; Reed, A, 2006
)
0.33
" This led us to conduct a dose-response analysis of published observational data."( Light exposure at night, sleep duration, melatonin, and breast cancer: a dose-response analysis of observational studies.
Deng, Q; Fan, WY; Wang, WY; Wang, X; Yang, WS, 2014
)
0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
acetamidesCompounds with the general formula RNHC(=O)CH3.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
Melatonin metabolism and effects016

Research

Studies (528)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (1.70)18.7374
1990's129 (24.43)18.2507
2000's175 (33.14)29.6817
2010's188 (35.61)24.3611
2020's27 (5.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.82

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index27.82 (24.57)
Research Supply Index6.47 (2.92)
Research Growth Index5.80 (4.65)
Search Engine Demand Index33.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.82)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials92 (16.73%)5.53%
Reviews16 (2.91%)6.00%
Case Studies6 (1.09%)4.05%
Observational8 (1.45%)0.25%
Other428 (77.82%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]