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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 | PAMDB120256 |
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Identification |
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| Name: |
selenodiglutathione |
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| Description: | A thioselenide in which a selenium atom is attached to the sulfur atoms of two molecules of glutathione. It is an initial metabolite of selenite, SeO32−. |
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Structure |
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| Synonyms: | - GS-Se-SG
- GSSeSG
- N,N'-
 ((selenodithio)bis(1-((carboxymethyl)carbamoyl)ethylene))di-L-glutamine - N,N'-[(selenodithio)bis{1-[(carboxymethyl)carbamoyl]ethylene}]di-L-glutamine
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Chemical Formula: |
C20H30N6O12S2SE |
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| Average Molecular Weight: |
689.57 |
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| Monoisotopic Molecular
Weight: |
694.0841 |
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| InChI Key: |
GJEZZQVPWMCGSB-UHFFFAOYSA-L |
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| InChI: | InChI=1S/C20H32N6O12S2Se/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-41-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/p-2 |
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| CAS
number: |
Not Available |
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| IUPAC Name: | Not Available |
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Traditional IUPAC Name: |
Not Available |
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| SMILES: | C(CCC(C([O-])=O)[N+])(=O)NC(CS[Se]SCC(C(=O)NCC(=O)[O-])NC(CCC(C([O-])=O)[N+])=O)C(=O)NCC(=O)[O-] |
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Chemical Taxonomy |
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Taxonomy Description | Not Available |
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Kingdom |
Not Available |
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| Super Class | Not Available |
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Class |
Not Available |
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| Sub Class | Not Available |
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Direct Parent |
Not Available |
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| Alternative Parents |
Not Available |
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| Substituents |
Not Available |
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| Molecular Framework |
Not Available |
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| External Descriptors |
Not Available |
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Physical Properties |
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| State: |
Not Available |
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| Charge: | 0 |
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Melting point: |
Not Available |
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| Experimental Properties: |
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: |
Not Available |
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References |
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| References: |
- Björnstedt M, Kumar S, Holmgren A (1995)Selenite and selenodiglutathione: reactions with thioredoxin systems. Methods in enzymology 252, Pubmed: 7476355
- Björnstedt M, Kumar S, Holmgren A (1992)Selenodiglutathione is a highly efficient oxidant of reduced thioredoxin and a substrate for mammalian thioredoxin reductase. The Journal of biological chemistry 267, Pubmed: 1569062
- Hsieh HS, Ganther HE (1975)Acid-volatile selenium formation catalyzed by glutathione reductase. Biochemistry 14, Pubmed: 235962
- Cho DY, Jung U, Chung AS (1999)Induction of apoptosis by selenite and selenodiglutathione in HL-60 cells: correlation with cytotoxicity. Biochemistry and molecular biology international 47, Pubmed: 10365249
- Wu L, Lanfear J, Harrison PR (1995)The selenium metabolite selenodiglutathione induces cell death by a mechanism distinct from H2O2 toxicity. Carcinogenesis 16, Pubmed: 7614692
- Vernie LN, Collard JG, Eker AP, de Wildt A, Wilders IT (1979)Studies on the inhibition of protein synthesis by selenodiglutathione. The Biochemical journal 180, Pubmed: 384997
- Lanfear J, Fleming J, Wu L, Webster G, Harrison PR (1994)The selenium metabolite selenodiglutathione induces p53 and apoptosis: relevance to the chemopreventive effects of selenium? Carcinogenesis 15, Pubmed: 8033315
- Turner RJ, Weiner JH, Taylor DE (1998)Selenium metabolism in Escherichia coli. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 11, Pubmed: 9850565
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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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