Ethionine

Ethionine
Names
	IUPAC name 2-Amino-4-ethylsulfanylbutyric acid
	Other names S-Ethyl-L-homocysteine
Identifiers
CAS Number	13073-35-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL203187 ;
ChemSpider	5970 ;
ECHA InfoCard	100.000.588
PubChem CID	6205;
CompTox Dashboard (EPA)	DTXSID0020579 ;
	InChI InChI=1S/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9) Key: GGLZPLKKBSSKCX-UHFFFAOYSA-N ; InChI=1/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9) Key: GGLZPLKKBSSKCX-UHFFFAOYAB;
	SMILES O=C(O)C(N)CCSCC;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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.

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[1] 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.

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