Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:29:42 UTC |
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Update date | 2017-01-19 02:36:19 UTC |
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FoodComEx ID | PC000292 |
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FoodDB Record | FDB002281 |
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Chemical Information |
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Name | N-Acetyl-L-cysteine |
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Description | Effective inhibitor of enzymic browning in foods [DFC]
N-Acetyl-L-cysteine is a pharmaceutical drug and nutritional supplement used primarily as a mucolytic agent and in the management of paracetamol (acetaminophen) overdose. Other uses include sulfate repletion in conditions, such as autism, where cysteine and related sulfur amino acids may be depleted. N-Acetyl-L-cysteine is a precursor in the formation of the antioxidant glutathione in the body. The thiol group confers antioxidant effects and is able to reduce free radicals. [Wikipedia]. |
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CAS Number | 616-91-1 |
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Structure | |
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Synonyms | Synonym | Source |
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(2R)-2-(Acetylamino)-3-mercaptopropanoic acid | biospider | (2R)-2-Acetamido-3-sulfanyl-propanoic acid | biospider | (2R)-2-acetylamino-3-Sulfanylpropanoate | Generator | (2R)-2-Acetylamino-3-sulfanylpropanoic acid | biospider | (2R)-2-acetylamino-3-Sulphanylpropanoate | Generator | (2R)-2-acetylamino-3-Sulphanylpropanoic acid | Generator | (R)-2-acetylamino-3-Mercaptopropanoate | Generator | (R)-2-Acetylamino-3-mercaptopropanoic acid | biospider | (R)-Mercaptate | Generator | (R)-Mercaptic acid | Generator | (R)-Mercapturic acid | ChEBI | 2-Acetylamino-3-mercapto-propionate | biospider | 2-Acetylamino-3-mercapto-propionic acid | biospider | Acetadote | biospider | Acetein | biospider | Acetilcisteina | ChEBI | Acetylcysteine | manual | Acetylcysteinum | ChEBI | Airbron | db_source | Fabrol | db_source | Fluimicil infantil | HMDB | Fluimucetin | HMDB | Flumucetin | HMDB | Fluprowit | HMDB | L-2-Acetamido-3-mercaptopropanoic acid | manual | L-a-acetamido-b-Mercaptopropionate | Generator | L-a-acetamido-b-Mercaptopropionic acid | Generator | L-Acetylcysteine | manual | L-alpha-acetamido-beta-Mercaptopropionate | Generator | L-alpha-Acetamido-beta-mercaptopropionic acid | biospider | L-α-acetamido-β-mercaptopropionate | Generator | L-α-acetamido-β-mercaptopropionic acid | Generator | Lysomucil | biospider | Mercaptate | Generator | Mercaptic acid | Generator | Mercapturic acid | ChEBI | Mucomyst | db_source | N-Acety-L-cysteine | HMDB | N-Acetyl cysteine | biospider | N-Acetyl-3-mercaptoalanine | biospider | N-Acetyl-L-(+)-cysteine | biospider | N-Acetyl-L-cysteine | biospider | N-Acetylcysteine | biospider | N-Acetylcysteine; L-form | db_source | NAC | biospider | NSC 111180 | db_source | Parvolex | db_source | Respaire | db_source | Sodium 2-acetamido-3-mercaptopropionate | HMDB |
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Chemical Formula | C5H9NO3S |
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IUPAC name | (2R)-2-acetamido-3-sulfanylpropanoic acid |
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InChI Identifier | 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 |
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InChI Key | PWKSKIMOESPYIA-BYPYZUCNSA-N |
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Isomeric SMILES | CC(=O)N[C@@H](CS)C(O)=O |
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Average Molecular Weight | 163.195 |
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Monoisotopic Molecular Weight | 163.030313849 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | N-acyl-L-alpha-amino acids |
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Alternative Parents | |
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Substituents | - N-acyl-l-alpha-amino acid
- Cysteine or derivatives
- Acetamide
- Carboxamide group
- Secondary carboxylic acid amide
- Alkylthiol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Organopnictogen compound
- Organic oxide
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | Not Available | |
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Experimental Water Solubility | Not Available | |
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Melting Point | Mp 109-110° | DFC |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | Production upon request, up to 1 g |
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Delivery Time | Not Available |
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Storage Form | solid |
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Storage Conditions | -80°C |
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Stability | Not Available |
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Purity | Not Available |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Commercial Vendors |
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AKSci | I630 |
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AKSci | J90138 |
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Cayman Chemical | 20261 |
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Fluka | HMDB0001890 |
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Glentham | GM8803 |
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MetaSci | HMDB0001890 |
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Toronto Research Chemicals | A172091 |
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