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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB003492 |
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Identification |
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| Name: |
S-Carboxymethyl-L-cysteine |
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| Description: | S-Carboxymethyl-L-cysteine is the side-chain carboxymethyl derivative of cysteine. It is produced during the metabolism of 3-chloro-L-alanine via the enzyme Cysteine synthase A. The reaction is 3-chloro-alanine + thioglycolate = S-carboxymethyl-L-cysteine + chloride. |
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Structure |
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| Synonyms: | - (2R)-2-amino-3-(Carboxymethylsulfanyl)propanoate
- (2R)-2-amino-3-(carboxymethylsulfanyl)propanoic acid
- (2R)-2-amino-3-(Carboxymethylsulphanyl)propanoate
- (2R)-2-amino-3-(Carboxymethylsulphanyl)propanoic acid
- (L)-2-amino-3-(carboxymethylthio)Propionate
- (L)-2-Amino-3-(carboxymethylthio)propionic acid
- (R)-S-(carboxymethyl)cysteine
- 1-Carboxymethylcysteine
- 2-amino-3-(carboxymethylthio)Propionate
- 2-Amino-3-(carboxymethylthio)propionic acid
- 2-amino-3-[(Carboxymethyl)sulfanyl]propanoate
- 2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid
- 2-amino-3-[(Carboxymethyl)sulphanyl]propanoate
- 2-amino-3-[(Carboxymethyl)sulphanyl]propanoic acid
- 3-((Carboxymethyl)thio)alanine
- 3-(Carboxymethylthio)-L-alanine
- 3-(Carboxymethylthio)alanine
- 3-[(Carboxymethyl)thio]-L-alanine
- 3-[(Carboxymethyl)thio]alanine
- 5-amino-3-Thiadihexanoate
- 5-Amino-3-thiadihexanoic acid
- Carbocisteine
- Carbocysteine
- Carboxymethylated cysteine
- Carboxymethylcysteine
- Carboxymethylenecysteine
- L-3-((carboxymethyl)thio)alanine
- L-Carbocisteine
- L-Carboxymethylcysteine
- L-form
- Loviscol
- Muciclar
- Mucocis
- Mucodine
- Mucodyne
- Mucofan
- Reomucil
- Rhinathiol
- S-(carboxymethyl)-(R)-cysteine
- S-(carboxymethyl)-L-cysteine
- S-(Carboxymethyl)cysteine
- S-Carboxylmethyl-L-cysteine
- S-Carboxymethylcysteine
- S-Carboxymethylcysteine, 9CI
- Thiodril
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Chemical Formula: |
C5H9NO4S |
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| Average Molecular Weight: |
179.194 |
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| Monoisotopic Molecular
Weight: |
179.025228471 |
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| InChI Key: |
GBFLZEXEOZUWRN-VKHMYHEASA-N |
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| InChI: | InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 |
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| CAS
number: |
2387-59-9 |
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| IUPAC Name: | (2R)-2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid |
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Traditional IUPAC Name: |
carbocisteine |
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| SMILES: | N[C@@H](CSCC(O)=O)C(O)=O |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as s-alkyl-l-cysteines. These are cysteine derivatives that carry an alkyl chain attached to the sulfanyl group. |
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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 |
S-alkyl-L-cysteines |
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| Alternative Parents |
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| Substituents |
- S-alkyl-l-cysteine
- Dicarboxylic acid or derivatives
- Dialkylthioether
- Sulfenyl compound
- Thioether
- Carboxylic acid
- Hydrocarbon derivative
- Primary amine
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Carbonyl group
- Amine
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Not Available |
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| Charge: | -1 |
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Melting point: |
204 - 207 C |
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| Experimental Properties: |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Cytoplasm |
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| Reactions: | |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
Not Available |
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
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