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ChemicalBook--->CAS DataBase List--->133812-16-5

133812-16-5

133812-16-5 Structure

133812-16-5 Structure
IdentificationBack Directory
[Name]

(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDI&
[CAS]

133812-16-5
[Synonyms]

Locostatin
(E/Z)-Locostatin
4-benzyl-3-crotonyl-2-oxazolidinone
(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDI&
Cell Sheet Migration Inhibitor, Locostatin
(S)-4-Benzyl-3-(but-2-enoyl)oxazolidin-2-one
(S,E)-4-benzyl-3-(but-2-enoyl)oxazolidin-2-one, 98%
2-Oxazolidinone, 3-(1-oxo-2-buten-1-yl)-4-(phenylmethyl)-, (4S)-
[Molecular Formula]

C14H15NO3
[MDL Number]

MFCD00278769
[MOL File]

133812-16-5.mol
[Molecular Weight]

245.27
Chemical PropertiesBack Directory
[Melting point ]

84-88 °C(lit.)
[Boiling point ]

351.0±25.0 °C(Predicted)
[density ]

1.205±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Soluble in DMSO (60 mg/ml)
[form ]

solid
[pka]

-1?+-.0.40(Predicted)
[color ]

Off-white
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Locostatin (133812-16-5) inhibits cell migration by disrupting the interaction between Raf kinase inhibitor protein (RKIP) and Raf-1 kinase.1 Locostatin covalently binds to His86 of RKIP and also disrupts its interaction with G protein-coupled receptor kinase 2.2 Effectively inhibits cytokine release by human lymphocytes.3? Alleviates CCl4-induced liver fibrosis in a mouse model.4 A useful probe to explore the complex functions of RKIP in cell physiology.5
[Uses]

Locostatin is a cell permeable, potent inhibitor of Raf kinase inhibitor protein (RKIP)/Raf1 kinase interaction and an inhibitor of cell migration
[References]

Zhu et al. (2005), A chemical inhibitor reveals the role of Raf kinase inhibitor protein in cell migration; Chem. Biol., 12 981 Beshir et al. (2011), Locostatin Disrupts Association of Raf Kinase Inhibitor Protein With Binding Proteins by Modifying a Conserved Histidine Residue in the Ligand-Binding Pocket; For. Immunopathol. Dis. Therap. 2 47 Menoret et al. (2009), The oxazolidinone derivative locostatin induces cytokine appeasement; J. Immunol. 183 7489 Ma et al. (2019), Locostatin Alleviates Liver Fibrosis Induced by Carbon Tetrachloride in Mice; Dig. Dis. Sci. 64 2570 Mc Henry et al. (2008), Raf kinase inhibitor protein positively regulates cell-cell adhesion; J. Cell Biochem. 103 972
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDI&(133812-16-5)1HNMR
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