CHEBI:28939 - N-acetyl-L-cysteine

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ChEBI Name N-acetyl-L-cysteine
ChEBI ASCII Name N-acetyl-L-cysteine
Definition An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45481, CHEBI:2418, CHEBI:21548
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Formula C5H9NO3S
Net Charge 0
Average Mass 163.19590
Monoisotopic Mass 163.03031
InChI InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) See: MetaboLights Study
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antidote to paracetamol poisoning
A role borne by a molecule that acts to counteract or neutralize the deleterious effects of paracetamol (acetaminophen).
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
A compound that alters the structure of mucus so as to decrease its viscosity and thereby facilitate its removal by ciliary action and expectoration. Compare with antitussives, which suppress the cough reflex, and expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing.
A drug used in treating and healing of wounds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acetyl-L-cysteine (CHEBI:28939) has role antidote to paracetamol poisoning (CHEBI:74529)
N-acetyl-L-cysteine (CHEBI:28939) has role antiinfective agent (CHEBI:35441)
N-acetyl-L-cysteine (CHEBI:28939) has role antioxidant (CHEBI:22586)
N-acetyl-L-cysteine (CHEBI:28939) has role antiviral drug (CHEBI:36044)
N-acetyl-L-cysteine (CHEBI:28939) has role ferroptosis inhibitor (CHEBI:173084)
N-acetyl-L-cysteine (CHEBI:28939) has role geroprotector (CHEBI:176497)
N-acetyl-L-cysteine (CHEBI:28939) has role human metabolite (CHEBI:77746)
N-acetyl-L-cysteine (CHEBI:28939) has role mucolytic (CHEBI:77034)
N-acetyl-L-cysteine (CHEBI:28939) has role radical scavenger (CHEBI:48578)
N-acetyl-L-cysteine (CHEBI:28939) has role vulnerary (CHEBI:73336)
N-acetyl-L-cysteine (CHEBI:28939) is a N-acetyl-L-amino acid (CHEBI:21545)
N-acetyl-L-cysteine (CHEBI:28939) is a L-cysteine derivative (CHEBI:83824)
N-acetyl-L-cysteine (CHEBI:28939) is a acetylcysteine (CHEBI:22198)
N-acetyl-L-cysteine (CHEBI:28939) is conjugate acid of N-acetyl-L-cysteinate (CHEBI:78236)
Incoming S-substituted N-acetyl-L-cysteine (CHEBI:47911) has functional parent N-acetyl-L-cysteine (CHEBI:28939)
N-acetyl-L-cysteinate (CHEBI:78236) is conjugate base of N-acetyl-L-cysteine (CHEBI:28939)
N-acetyl-L-cysteinyl residue (CHEBI:133372) is substituent group from N-acetyl-L-cysteine (CHEBI:28939)
INNs Sources
acetilcisteina ChemIDplus
acetylcysteinum ChemIDplus
Synonyms Sources
(2R)-2-acetylamino-3-sulfanylpropanoic acid IUPAC
(R)-2-acetylamino-3-mercaptopropanoic acid ChEBI
(R)-mercapturic acid ChemIDplus
Acetylcysteine KEGG COMPOUND
L-acetylcysteine ChemIDplus
L-α-acetamido-β-mercaptopropionic acid NIST Chemistry WebBook
mercapturic acid ChemIDplus
N-acetyl-L-(+)-cysteine NIST Chemistry WebBook
N-acetylcysteine ChemIDplus
Manual Xrefs Databases
66 DrugCentral
Acetylcysteine Wikipedia
CPD-9175 MetaCyc
DB06151 DrugBank
HMDB0001890 HMDB
SC2 PDBeChem
View more database links
Registry Numbers Types Sources
142554 Gmelin Registry Number Gmelin
1724426 Reaxys Registry Number Reaxys
1724426 Beilstein Registry Number Beilstein
616-91-1 CAS Registry Number KEGG COMPOUND
616-91-1 CAS Registry Number NIST Chemistry WebBook
616-91-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10651166 PubMed citation Europe PMC
11544433 PubMed citation Europe PMC
12057717 PubMed citation Europe PMC
15025780 PubMed citation Europe PMC
15647642 PubMed citation Europe PMC
17174578 PubMed citation Europe PMC
19580823 PubMed citation Europe PMC
2026726 PubMed citation Europe PMC
20819793 PubMed citation Europe PMC
24119926 PubMed citation Europe PMC
25553484 PubMed citation Europe PMC
9624310 PubMed citation Europe PMC
9711192 PubMed citation Europe PMC
Last Modified
28 October 2021