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CAS 26177-54-8

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N-Acetyl-S-(carboxymethyl)-L-cysteine

Description:
N-Acetyl-S-(carboxymethyl)-L-cysteine, commonly referred to as NAC, is a derivative of the amino acid cysteine. It features an acetyl group and a carboxymethyl group attached to the sulfur atom of cysteine, enhancing its solubility and stability. This compound is known for its antioxidant properties, primarily due to the presence of the thiol (-SH) group, which can scavenge free radicals and reduce oxidative stress. NAC is often utilized in various biochemical and pharmaceutical applications, including as a mucolytic agent to help break down mucus in respiratory conditions and as a precursor to the synthesis of glutathione, a critical antioxidant in the body. Additionally, it has been studied for its potential therapeutic effects in conditions such as chronic obstructive pulmonary disease (COPD), acetaminophen overdose, and certain psychiatric disorders. Its safety profile is generally favorable, but like any compound, it may have side effects or interactions that should be considered in clinical use.
Formula:C7H11NO5S
InChI:InChI=1S/C7H11NO5S/c1-4(9)8-5(7(12)13)2-14-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1
InChI key:InChIKey=VHBNOXBGFQQNSF-YFKPBYRVSA-N
SMILES:[C@@H](CSCC(O)=O)(NC(C)=O)C(O)=O
Synonyms:
  • L-Cysteine, N-acetyl-S-(carboxymethyl)-
  • N-Acetyl-S-(carboxymethyl)-L-cysteine
  • N-Acetyl-S-carboxymethylcysteine
  • Alanine, N-acetyl-3-[(carboxymethyl)thio]-, L-
  • 5-Acetamido-3-thiahexanedioic acid
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