SC2

N-ACETYL-L-CYSTEINE

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

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3 entries where SC2 is found as a standalone ligand1 entries where SC2 is covalently linked to polymer or other heterogen groups 2 entries where SC2 is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	19
Chiral Atom Count	1
Bond Count	18
Aromatic Bond Count	0

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Chemical Component Summary
Name	N-ACETYL-L-CYSTEINE
Synonyms	(2R)-2-acetamido-3-sulfanyl-propanoic acid
Systematic Name (OpenEye OEToolkits)	(2R)-2-acetamido-3-sulfanyl-propanoic acid
Formula	C₅ H₉ N O₃ S
Molecular Weight	163.195
Type	PEPTIDE-LIKE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(NC(C(=O)O)CS)C
SMILES	CACTVS	3.370	CC(=O)N[CH](CS)C(O)=O
SMILES	OpenEye OEToolkits	1.7.0	CC(=O)NC(CS)C(=O)O
Canonical SMILES	CACTVS	3.370	CC(=O)N[C@@H](CS)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.7.0	CC(=O)N[C@@H](CS)C(=O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	PWKSKIMOESPYIA-BYPYZUCNSA-N

Drug Info: DrugBank

DrugBank ID	DB06151 ?
Name	Acetylcysteine
Groups	investigational approved
Description	Acetylcysteine 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	Acetylcysteine L-α-acetamido-β-mercaptopropionic acid NAC (2R)-2-acetylamino-3-sulfanylpropanoic acid N-acetyl-L-(+)-cysteine (R)-mercapturic acid N-acetyl-L-cysteine (R)-2-acetylamino-3-mercaptopropanoic acid Acetylcysteinum L-acetylcysteine Acetilcisteina Mercapturic acid N-acetylcysteine
Brand Names	Folcyteine Medi-10 Mucomyst Inj 200mg/ml Acetylcysteine Injection Levomefolate Calcium, Acetylcysteine, Mecobalamin and Algal Acetadote L-Methyl-MC-NAC Parvolex Liq IV 200mg/ml Levomefolate Calcium Acetylcysteine and Mecobalamin Algal Acetylcysteine Solution L-Methyl MC NAC Mucomyst Levomefolate Calcium Acetylcysteine Mecobalamin Algal Acetylcysteine Solution USP Acetylcysteine Parvolex Protect Plus SO 60 Cetylev Truemed Group LLC Methazel
Indication	Acetylcysteine 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 Antidotes Antioxidants Compounds used in a research, industrial, or household setting Cough and Cold Preparations Cysteine Decreased Respiratory Secretion Viscosity Expectorants Free Radical Scavengers Increased Glutathione Concentration OATP1B1/SLCO1B1 Inhibitors Ophthalmologicals Protective Agents Reduction Activity Respiratory System Agents Sensory Organs Sulfhydryl Compounds Sulfur Compounds
ATC-Code	R05CB01 S01XA08 V03AB23
CAS number	616-91-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glutathione synthetase	MATNWGSLLQDKQQLEELARQAVDRALAEGVLLRTSQEPTSSEVVSYAPF...	unknown	stimulator
Cystine/glutamate transporter	MVRKPVVSTISKGGYLQGNVNGRLPSLGNKEPPGQEKVQLKRKVTLLRGV...	unknown	activator
NAPQI (N-acetyl-p-benzoquinone imine)	-	unknown	reducer
Aminoacylase-1	MTSKGPEEEHPSVTLFRQYLRIRTVQPKPDYGAAVAFFEETARQLGLGCQ...	unknown	substrate
Inhibitor of nuclear factor kappa-B kinase subunit beta	MSWSPSLTTQTCGAWEMKERLGTGGFGNVIRWHNQETGEQIAIKQCRQEL...	unknown	inhibitor
Inhibitor of nuclear factor kappa-B kinase subunit alpha	MERPPGLRPGAGGPWEMRERLGTGGFGNVCLYQHRELDLKIAIKSCRLEL...	unknown	inhibitor
Glutamate receptor ionotropic, NMDA 2B	MKPRAECCSPKFWLVLAVLAVSGSRARSQKSPPSIGIAVILVGTSDEVAI...	unknown	activator
Glutamate receptor ionotropic, NMDA 1	MSTMRLLTLALLFSCSVARAACDPKIVNIGAVLSTRKHEQMFREAVNQAN...	unknown	activator
Glutamate receptor ionotropic, NMDA 2A	MGRVGYWTLLVLPALLVWRGPAPSAAAEKGPPALNIAVMLGHSHDVTERE...	unknown	activator
Glutamate receptor ionotropic, NMDA 2D	MRGAGGPRGPRGPAKMLLLLALACASPFPEEAPGPGGAGGPGGGLGGARP...	unknown	activator
Glutamate receptor ionotropic, NMDA 3A	MRRLSLWWLLSRVCLLLPPPCALVLAGVPSSSSHPQPCQILKRIGHAVRV...	unknown	activator
Aminoacylase-1	MTSKGPEEEHPSVTLFRQYLRIRTVQPKPDYGAAVAFFEETARQLGLGCQ...	unknown	substrate
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown	inhibitor
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	substrate
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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 Name	Reference
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