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Substance Name: Buthionine sulfoximine
RN: 5072-26-4
UNII: LW4108Q0BV
InChIKey: KJQFBVYMGADDTQ-UHFFFAOYSA-N

Note

  • A synthetic amino acid that depletes glutathione by irreversibly inhibiting gamma-glutamylcysteine synthetase. Inhibition of this enzyme is a critical step in glutathione biosynthesis. It has been shown to inhibit the proliferative response in human T-lymphocytes and inhibit macrophage activation. (J Biol Chem 1995;270(33):1945-7)

Molecular Formula

  • C8-H18-N2-O3-S

Molecular Weight

  • 222.3072
 

Classification Codes

  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Noxae
  • Protective Agents
  • Radiation-Protective Agents
  • Radiation-Sensitizing Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Buthionine sulfoximine

MeSH Heading

  • Buthionine sulfoximine

Synonyms

  • 2-Amino-4-(S-butylsulfonimidoyl)butanoic acid
  • BRN 2367136
  • Buthione sulfoximine
  • Buthionine sulfoxamine
  • Buthionine sulfoximine
  • Buthionine sulphoximine
  • Buthionine-S,R-sulfoximine
  • Butionine sulfoximine
  • DL-Buthionine (S,R)-sulfoximine
  • NSC 326231
  • NSC 381100
  • Sulfoximine, S-(3-amino-3-carboxypropyl)-S-butyl-
  • UNII-LW4108Q0BV

Systematic Name

  • Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-

Registry Numbers

CAS Registry Number

  • 5072-26-4

FDA UNII

  • LW4108Q0BV

Other Registry Number

  • 71765-30-5

System Generated Number

  • 0005072264

Structure Descriptors

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)

InChIKey

KJQFBVYMGADDTQ-UHFFFAOYSA-N

Smiles

CCCCS(=N)(=O)CCC(C(=O)O)N