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 | PAMDB110435 |
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Identification |
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Name: |
(R)-S-lactoylglutathione |
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Description: | The S-[(R)-lactoyl] derivative of glutathione. It is an intermediate in the pyruvate metabolism. |
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Structure |
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Synonyms: | -
S-D-lactoylglutathione
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D-lactoylglutathione
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Chemical Formula: |
C13H20N3O8S
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Average Molecular Weight: |
378.38 |
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Monoisotopic Molecular
Weight: |
380.1127603886 |
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InChI Key: |
VDYDCVUWILIYQF-CSMHCCOUSA-M |
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InChI: |
InChI=1S/C13H21N3O8S/c1-6(17)13(24)25-5-8(11(21)15-4-10(19)20)16-9(18)3-2-7(14)12(22)23/h6-8,17H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/p-1/t6-,7+,8+/m1/s1 |
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CAS
number: |
25138-66-3 |
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IUPAC Name: | S-[(2R)-2-hydroxypropanoyl]-γ-L-glutamyl-L-cysteinylglycine |
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Traditional IUPAC Name: |
S-lactoylglutathione |
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SMILES: | CC(O)C(=O)SCC(C(NCC([O-])=O)=O)NC(=O)CCC([N+])C([O-])=O |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. |
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Kingdom |
Chemical entities |
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Super Class | Organic compounds |
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Class |
Organic acids and derivatives |
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Sub Class | Carboxylic acids and derivatives |
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Direct Parent |
Oligopeptides |
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Alternative Parents |
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Substituents |
- Alpha-oligopeptide
- Gamma-glutamyl alpha peptide
- S-(2-hydroxyacyl)glutathione
- S-acylglutathione
- Glutamine or derivatives
- N-acyl-alpha amino acid or derivatives
- N-acyl-alpha-amino acid
- Alpha-amino acid amide
- Cysteine or derivatives
- Alpha-amino acid
- N-substituted-alpha-amino acid
- Alpha-amino acid or derivatives
- L-alpha-amino acid
- N-acyl-amine
- Fatty acyl
- Fatty amide
- Dicarboxylic acid or derivatives
- Fatty acid
- Secondary carboxylic acid amide
- Secondary alcohol
- Amino acid or derivatives
- Thiocarboxylic acid ester
- Amino acid
- Carboxamide group
- Carbothioic s-ester
- Sulfenyl compound
- Carboxylic acid
- Thiocarboxylic acid or derivatives
- Organosulfur compound
- Primary amine
- Organic nitrogen compound
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- Amine
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Primary aliphatic amine
- Organooxygen compound
- Organonitrogen compound
- 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: |
Solid |
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Charge: | 0 |
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Melting point: |
Not Available |
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Experimental Properties: |
Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties |
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Biological Properties |
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Cellular Locations: |
Not Available |
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Reactions: | |
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Pathways: |
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Spectra |
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Spectra: |
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References |
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References: |
- Inoue Y, Rhee H, Watanabe K, Murata K, Kimura A (1987)Metabolism of 2-ketoaldehydes in mold: purification and characterization of glyoxalase I from Aspergillus niger. Journal of biochemistry 102, Pubmed: 3123469
- Liu Y, Hama H, Fujita Y, Kondo A, Inoue Y, Kimura A, Fukuda H (1999)Production of S-lactoylglutathione by high activity whole cell biocatalysts prepared by permeabilization of recombinant saccharomyces cerevisiae with alcohols Biotechnology and bioengineering 64, Pubmed: 10397839
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Synthesis Reference: |
Liu, Yan; Hama, Hideki; Fujita, Yasuya; Kondo, Akihiko; Inoue, Yoshiharu; Kimura, Akira; Fu Production of S-lactoylglutathione by high activity whole cell biocatalysts prepared by permeabilization of recombinant Saccharomyces cerevisiae with alcohols. |
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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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