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BSO

CAT: 1568-C14446-25mgSize: 25 mgDry Ice: NoHazardous: No
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CAT#:1568-C14446-25mgSize:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
83730-53-4
Synonyms
L-Buthionine sulfoximine, l-BSO
Target
γGCS
Applications
Metabolism
Smiles
CCCC[S] (=N) (=O) CCC (N) C (O) =O
Molecular Formula
C8H18N2O3S
Additionnal Information
BSO is a cell-permeable, potent, fast acting and irreversible inhibitor of g-glutamylcysteine synthetase (γ-glutamylcysteine synthetase, γ-GCS) and depletes cellular glutathione levels. The IC50 of BSO on melanoma, breast and ovarian tumor specimens are 1.9 μM, 8.6 μM, and 29 μM, respectively.
Storage Conditions
3 years -20°C powder

Chemical Information

DL-Buthionine-(S,R)-sulfoximine

L-buthionine-(S,R)-sulfoximine is a 2-amino-4-(S-butylsulfonimidoyl)butanoic acid which has S-configuration. It is a inhibitor of gamma-glutamylcysteine synthetase and glutathione (GSH) biosynthesis and is capable of enhancing the apoptotic effects of several chemotherapeutic agents. It has a role as a ferroptosis inducer and an EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor.

CAS Number83730-53-4
PubChem CID119565
IUPAC Name(2S)-2-amino-4-(butylsulfonimidoyl)butanoic acid
Molecular FormulaC8H18N2O3S
Molecular Weight222.31
XLogP-0.6
Topological Polar Surface Area113
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Heavy Atom Count14
Formal Charge0
Complexity284
SMILES
CCCCS(=N)(=O)CC[C@@H](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
Chemical Structure
2D Structure
2D structure of DL-Buthionine-(S,R)-sulfoximine
CAS: 83730-53-4
CID: 119565
Formula: C8H18N2O3S
MW: 222.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight222.31
XLogP3-0.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass222.10381361
Monoisotopic Mass222.10381361
Topological Polar Surface Area113 Ų
Heavy Atom Count14
Formal Charge0
Complexity284
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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