SC2

N-ACETYL-L-CYSTEINE

Created:2006-08-11
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count19
Chiral Atom Count1
Bond Count18
Aromatic Bond Count0
2D diagram of SC2
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Chemical Component Summary

NameN-ACETYL-L-CYSTEINE
Synonyms(2R)-2-acetamido-3-sulfanyl-propanoic acid
Systematic Name (OpenEye OEToolkits)(2R)-2-acetamido-3-sulfanyl-propanoic acid
FormulaC5 H9 N O3 S
Molecular Weight163.195
TypePEPTIDE-LIKE

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs12.01O=C(NC(C(=O)O)CS)C
SMILESCACTVS3.370CC(=O)N[CH](CS)C(O)=O
SMILESOpenEye OEToolkits1.7.0CC(=O)NC(CS)C(=O)O
Canonical SMILESCACTVS3.370 CC(=O)N[C@@H](CS)C(O)=O
Canonical SMILESOpenEye OEToolkits1.7.0 CC(=O)N[C@@H](CS)C(=O)O
InChIInChI1.03 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
InChIKeyInChI1.03 PWKSKIMOESPYIA-BYPYZUCNSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB06151 
NameAcetylcysteine
Groups
  • investigational
  • approved
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
  • Acetilcisteina
  • L-α-acetamido-β-mercaptopropionic acid
  • N-acetyl-L-cysteine
  • N-acetyl-L-(+)-cysteine
  • Acetylcysteine
Brand Names
  • Levomefolate Calcium, Acetylcysteine, Mecobalamin and Algal
  • Protect Plus SO 60
  • Truemed Group LLC
  • Acetylcysteine Solution
  • Medi-10
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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
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