General Information of the Drug (ID: ferrodrug0277)
Name
l-Buthionine sulfoximine
Synonyms
l-buthionine sulfoximine; 83730-53-4; L-Buthionine-(S,R)-sulfoximine; L-Buthionine-sulfoximine; (2S)-2-Amino-4-(butylsulfonimidoyl)butanoic acid; Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-, (2S)-; Buthionine sulfoximine, L-; (2S)-2-Amino-4-(S-butylsulfonimidoyl)butanoic Acid; BUTHIONINE SULFOXIME; NSC 326231; EEY8DZS103; NSC-326231; L-BSO; BRN 2367136; l-buthionine(s,r)-sulfoximine; 2-amino-4-(S-butylsulfonimidoyl)butanoate; UNII-EEY8DZS103; L-Buthionine (SR)-sulfoximine; Buthionine-S,R-sulfoximine, L-; L-Buthionine-(S,R)-sulphoximine; MFCD00067000; L-Butionine sulfoximine; NCIMech_000342; BUTHIONINE-SULFOXIMINE; Lopac0_000221; SCHEMBL62034; CHEMBL261642; l-buthionine-(r,s)-sulfoximine; CHEBI:94288; DTXSID70894150; HMS3260N03; BSO; Tox21_500221; BDBM50487312; NSC801426; s9728; AKOS027320570; CS-W020947; HY-106376A; LP00221; NSC-801426; SDCCGSBI-0050209.P002; BSO (L-Buthionine-(S,R)-sulfoximine); NCGC00093690-01; NCGC00093690-02; NCGC00093690-03; NCGC00093690-11; NCGC00260906-01; AS-69850; L-Buthionine-sulfoximine, >=97% (TLC); EU-0100221; B 2515; A857917; L-Buthionine-sulfoximine (H-L-Hcy(O,NH,Bu)-OH); SR-01000075712; SR-01000075712-1; BRD-A47706533-001-01-8; Q27166100; (2S)-2-AMINO-4-[BUTYL(IMINO)OXO-??-SULFANYL]BUTANOIC ACID; Butanoic acid, 2-amino-4-((R)-S-butylsulfonimidoyl)-, (2S)-rel-

    Click to Show/Hide
Structure
Formula
C8H18N2O3S
IUPAC Name
(2S)-2-amino-4-(butylsulfonimidoyl)butanoic acid
Canonical SMILES
CCCCS(=N)(=O)CCC(C(=O)O)N
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)/t7-,14?/m0/s1
InChIKey
KJQFBVYMGADDTQ-CVSPRKDYSA-N
PubChem CID
119565
Full List of Ferroptosis Target Related to This Drug
Phospholipid hydroperoxide glutathione peroxidase (GPX4)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Hepatocellular carcinoma ICD-11: 2C12
Pathway Response Ferroptosis hsa04216
Fatty acid metabolism hsa01212
Cell Process Cell ferroptosis
In Vitro Model Huh-7 cells Hepatocellular carcinoma Homo sapiens CVCL_0336
Hep-G2 cells Hepatoblastoma Homo sapiens CVCL_0027
Response regulation Auranofin/buthionine sulfoxime (BSO) and Erastin/BSO cotreatment alters redox homeostasis by increasing levels of Nrf2 and HO-1 and decreasing GPX4 levels. Targeting these two main ferroptotic pathways simultaneously can overcome chemotherapy resistance in hepatocellular carcinoma (HCC).
References
Ref 1 Redox Modulation and Induction of Ferroptosis as a New Therapeutic Strategy in Hepatocellular Carcinoma. Transl Oncol. 2020 Aug;13(8):100785. doi: 10.1016/j.tranon.2020.100785. Epub 2020 May 13.