Compounds > s-(2-carboxyethyl)-n-acetylcysteine
Page last updated: 2024-11-07

s-(2-carboxyethyl)-n-acetylcysteine

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

Description

s-(2-carboxyethyl)-n-acetylcysteine, also known as 2-carboxy-S-acetylcysteine (CACS), is a synthetic derivative of N-acetylcysteine (NAC) that has shown potential as a therapeutic agent for various conditions. Its structure differs from NAC by the presence of a carboxyl group at the 2-position of the ethyl side chain. CACS has been investigated for its antioxidant properties, particularly in the context of oxidative stress related to neurological disorders and cardiovascular disease. Its mechanism of action involves scavenging reactive oxygen species (ROS) and promoting glutathione synthesis, a key antioxidant molecule. CACS is believed to have improved pharmacokinetic properties compared to NAC, with higher bioavailability and longer half-life. It has been studied in preclinical models of stroke, Alzheimer's disease, and heart failure, demonstrating neuroprotective and cardioprotective effects. Further research is ongoing to explore its potential clinical applications.'

S-(2-carboxyethyl)-N-acetylcysteine: found in urine of patient with cystathioninuria; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID108073
SCHEMBL ID16097664
MeSH IDM0198133

Synonyms (20)

Synonym
51868-61-2
l-cysteine, n-acetyl-s-(2-carboxyethyl)-
(2r)-2-acetamido-3-(2-carboxyethylsulfanyl)propanoic acid
2-cema
2-carboxyethylmercapturic acid
unii-rfs74c5561
n-ac-cec
rfs74c5561 ,
s-(2-carboxyethyl)-n-acetylcysteine
n-acetyl-s-(2-carboxyethyl)cysteine
alanine, n-acetyl-3-(2-carboxyethylthio)-
3-(n-acetyl-l-cystein-s-yl)propanoic acid
n-acetyl-s-(2-carboxyethyl)-l-cysteine
SCHEMBL16097664
AKOS030240678
(r)-2-acetamido-3-((2-carboxyethyl)thio)propanoic acid
s-(2-carboxyethyl)-n-(1-hydroxyethylidene)cysteine
DTXSID60966198
Q27288098
(2r)-3-[(2-carboxyethyl)sulfanyl]-2-acetamidopropanoic acid

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" To obtain a virtually complete metabolic pattern, rats were dosed by a single intraperitoneal dose of 1 mmol/kg 1-butyl [3-13C]acrylate."( Metabolic pathways of 1-butyl [3-13C]acrylate. Identification of urinary metabolites in rat using nuclear magnetic resonance and mass spectroscopy.
Hrabal, R; Linhart, I; Mitera, J; Smejkal, J, )		0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (50.00)18.2507
2000's0 (0.00)29.6817
2010's2 (50.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.53

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.53 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.53)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acrylamide
[no description available]		2.110acrylamides;
N-acylammonia;
primary carboxamide		alkylating agent;
carcinogenic agent;
Maillard reaction product;
mutagen;
neurotoxin
acrolein
[no description available]		2.4320enalherbicide;
human xenobiotic metabolite;
toxin
diisopropyl ether
[no description available]		1.9910
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.9340acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
s-(3-hydroxypropyl)cysteine n-acetate
[no description available]		2.4320N-acyl-L-amino acid
cotinine
Cotinine: The N-glucuronide conjugate of cotinine is a major urinary metabolite of NICOTINE. It thus serves as a biomarker of exposure to tobacco SMOKING. It has CNS stimulating properties.. (-)-cotinine : An N-alkylpyrrolidine that consists of N-methylpyrrolidinone bearing a pyridin-3-yl substituent at position C-5 (the 5S-enantiomer). It is an alkaloid commonly found in Nicotiana tabacum.		2.1110N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		antidepressant;
biomarker;
human xenobiotic metabolite;
plant metabolite
cystathionine
Cystathionine: Sulfur-containing amino acid formed as an intermediate in the conversion of METHIONINE to CYSTEINE.. cystathionine : A modified amino acid generated by enzymic means from homocysteine and serine.		1.9710cysteine derivative
ConditionIndicatedRelationship StrengthStudiesTrials
Amino Acid Metabolism Disorders, Inborn
[description not available]		01.9710