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Buthionine sulfoximine

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Buthionine sulfoximine
Names
IUPAC name 2-amino-4-(butylsulfonimidoyl)butanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.351 Edit this at Wikidata
MeSH Buthionine+sulfoximine
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)Key: KJQFBVYMGADDTQ-UHFFFAOYSA-N
  • InChI=1/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)Key: KJQFBVYMGADDTQ-UHFFFAOYAW
SMILES
  • CCCCS(=N)(=O)CCC(C(=O)O)N
Properties
Chemical formula C8H18N2O3S
Molar mass 222.305 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Buthionine sulfoximine is a sulfoximine used in chemotherapy which reduces levels of glutathione. The compound inhibits gamma-glutamylcysteine synthetase, the enzyme required in the first step of glutathione synthesis. Buthionine sulfoximine may also be used to increase the sensitivity of parasites to oxidative antiparasitic drugs.

References

  1. "Definition of buthionine sulfoximine - National Cancer Institute Drug Dictionary".


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