Page last updated: 2024-11-06

acetaminophen mercapturate

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

Description

S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine : An S-substituted N-acetyl-L-cysteine in which the S-substitutuent is specified as 5-acetamido-2-hydroxyphenyl. [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]

Cross-References

ID SourceID
PubMed CID83967
CHEBI ID133435
MeSH IDM0138580

Synonyms (28)

Synonym
acetaminophen mercapturate
n-acetyl-l-cysteine s-acetaminophen conjugate
n-acetyl-s-(5-(acetylamino)-2-hydroxyphenyl)-l-cysteine
paracetamol n-acetyl-l-cysteine conjugate
acetaminophen mercapturic acid
s-(5-acetamido-2-hydroxyphenyl)-n-acetyl-l-cysteine
CHEBI:133435
acetaminophen n-acetyl-l-cysteine conjugate
n-acetyl-l-cysteine s-paracetamol conjugate
3-(n-acetyl-l-cystein-s-yl)acetaminophen
l-cysteine, n-acetyl-s-[5-(acetylamino)-2-hydroxyphenyl]-
(2r)-2-acetamido-3-(5-acetamido-2-hydroxyphenyl)sulfanylpropanoic acid
r86seu3g6u ,
unii-r86seu3g6u
l-cysteine, n-acetyl-s-(5-(acetylamino)-2-hydroxyphenyl)-
3-((5-acetamido-2-hydroxyphenyl)thio)-n-acetylalanine
acetaminophen-2-mercapturate
n-acetyl-2-(n-acetyl-l-s-cysteinyl)-4-aminophenol
DVPRQNKJGQEICH-JTQLQIEISA-N
n-acetyl[5-(acetylamino)-2-hydroxyphenyl]cysteine #
AKOS028112412
(2r)-2-acetamido-3-(5-acetamido-2-hydroxy-phenyl)sulfanyl-propanoic acid
2-hydroxyphenyl)sulfanylpropanoic acid
DTXSID30966766
n-(1-hydroxyethylidene)-s-{2-hydroxy-5-[(1-hydroxyethylidene)amino]phenyl}cysteine
Q27287959
3-(n-acetyl-l-cystein-s-yl) acetaminophen, sodium salt
PD057008

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Since the major nontoxic pathway (glucuronide) and the toxic pathway (as measured by mercapturate) decreased to a similar extent, the data indicate that the anomalous lack of protection cannot be explained on the basis of altered metabolic disposition of the drug."( Anomalous susceptibility of the fasted hamster to acetaminophen hepatotoxicity.
Jollow, DJ; Miller, MG; Price, VF, 1986
)
0.27

Pharmacokinetics

ExcerptReferenceRelevance
"The pharmacokinetic (PK) profile of a drug is influenced by several factors, which can lead to a suboptimal dosing regimen in specific patient populations."( Application of a Volumetric Absorptive Microsampling (VAMS)-Based Method for the Determination of Paracetamol and Four of its Metabolites as a Tool for Pharmacokinetic Studies in Obese and Non-Obese Patients.
Boffel, L; De Baerdemaeker, L; Delahaye, L; Stove, CP, 2022
)
0.72

Dosage Studied

ExcerptRelevanceReference
" It is not clear why regular dosing with paracetamol in haemodialysis patients did not cause the accumulation of paracetamol glucuronide or sulphate as predicted."( The disposition of paracetamol and its conjugates during multiple dosing in patients with end-stage renal failure maintained on haemodialysis.
Martin, U; Prescott, LF; Temple, RM; Winney, RJ, 1993
)
0.29
"The pharmacokinetic (PK) profile of a drug is influenced by several factors, which can lead to a suboptimal dosing regimen in specific patient populations."( Application of a Volumetric Absorptive Microsampling (VAMS)-Based Method for the Determination of Paracetamol and Four of its Metabolites as a Tool for Pharmacokinetic Studies in Obese and Non-Obese Patients.
Boffel, L; De Baerdemaeker, L; Delahaye, L; Stove, CP, 2022
)
0.72
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
drug metabolitenull
human urinary metaboliteAny metabolite (endogenous or exogenous) found in human urine samples.
rat metaboliteAny mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
[role 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]

Drug Classes (4)

ClassDescription
acetamidesCompounds with the general formula RNHC(=O)CH3.
organic sulfideCompounds having the structure RSR (R =/= H). Such compounds were once called thioethers.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
S-substituted N-acetyl-L-cysteine
[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]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (37.50)18.7374
1990's1 (12.50)18.2507
2000's2 (25.00)29.6817
2010's1 (12.50)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.98

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 Index19.98 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.75 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.98)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (25.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (75.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]