SC2

N-ACETYL-L-CYSTEINE


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Chemical Component Summary

NameN-ACETYL-L-CYSTEINE
Synonyms(2R)-2-acetamido-3-sulfanyl-propanoic acid
Identifiers(2R)-2-acetamido-3-sulfanyl-propanoic acid
FormulaC5 H9 N O3 S
Molecular Weight163.195
TypePEPTIDE-LIKE
Isomeric SMILESCC(=O)N[C@@H](CS)C(=O)O
InChIInChI=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
InChIKeyPWKSKIMOESPYIA-BYPYZUCNSA-N

Chemical Details

Formal Charge0
Atom Count19
Chiral Atom Count1
Bond Count18
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB06151 
NameAcetylcysteine
Groups
  • approved
  • investigational
DescriptionAcetylcysteine is an antioxidant and glutathione inducer indicated for mucolytic therapy and the treatment of [acetaminophen] overdose.[L31378,L31383,L31388,L31478] Acetylcysteine has also been studied for a wide variety of off-label indications with mixed results.[A228158,A228163,A228168] Acetylcysteine was granted FDA approval on 14 September 1963.[L31488]
Synonyms
  • N-acetyl-L-cysteine
  • Acetylcysteinum
  • (R)-2-acetylamino-3-mercaptopropanoic acid
  • Acetylcysteine
  • NAC
Brand Names
  • Folcyteine
  • Methazel
  • Parvolex Liq IV 200mg/ml
  • Protect Plus SO 60
  • Mucomyst Inj 200mg/ml
IndicationAcetylcysteine is indicated for mucolytic therapy and in the management of [acetaminophen] overdose.[L31378,L31383,L31388,L31478]
Categories
  • Amino Acids
  • Amino Acids, Neutral
  • Amino Acids, Peptides, and Proteins
  • Amino Acids, Sulfur
  • Antidote for Acetaminophen Overdose
ATC-Code
  • R05CB01
  • S01XA08
  • V03AB23
CAS number616-91-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Glutathione synthetaseMATNWGSLLQDKQQLEELARQAVDRALAEGVLLRTSQEPTSSEVVSYAPF...unknownstimulator
Cystine/glutamate transporterMVRKPVVSTISKGGYLQGNVNGRLPSLGNKEPPGQEKVQLKRKVTLLRGV...unknownactivator
NAPQI (N-acetyl-p-benzoquinone imine)-unknownreducer
Aminoacylase-1MTSKGPEEEHPSVTLFRQYLRIRTVQPKPDYGAAVAFFEETARQLGLGCQ...unknownsubstrate
Inhibitor of nuclear factor kappa-B kinase subunit betaMSWSPSLTTQTCGAWEMKERLGTGGFGNVIRWHNQETGEQIAIKQCRQEL...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 12035
ChEMBL CHEMBL600
ChEBI CHEBI:28939
CCDC/CSD NALCYS02, NALCYS15, NALCYS14, NALCYS13, NALCYS12, NALCYS23, NALCYS11, NALCYS28, NALCYS24, NALCYS26, NALCYS27, NALCYS25, NALCYS22, NALCYS20, NALCYS19, NALCYS21, NALCYS16, NALCYS17
COD 7208461, 7208460, 7208459, 7208458, 7208457, 7210398, 7210399