Ethionine: Difference between revisions
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| CASNo = 13073-35-3 |
| CASNo = 13073-35-3 |
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| PubChem = 6205 |
| PubChem = 6205 |
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| ChEMBL = 203187 |
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| SMILES = O=C(O)C(N)CCSCC |
| SMILES = O=C(O)C(N)CCSCC |
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Revision as of 15:36, 1 March 2011
Names | |
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IUPAC name
2-Amino-4-ethylsulfanylbutyric acid
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Other names
S-Ethyl-L-homocysteine
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.588 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C6H13NO2S | |
Molar mass | 163.239 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethionine is a non-proteinogenic amino acid structurally related to methionine, with an ethyl group in place of the methyl group.
Ethionine is an antimetabolite and methionine antagonist. It prevents amino acid incorporation into proteins and interferes with cellular use of adenosine triphosphate (ATP). Because of these pharmacological effects, ethionine is highly toxic and is a potent carcinogen.[1]
References
- ^ Narayan Shivapurkar, Mary J. Wilson and Lionel A. Poirier (1984). "Hypomethylation of DNA in ethionine-fed rats". Carcinogensis. 5 (8): 989–992. doi:10.1093/carcin/5.8.989. PMID 6744518.