CAS 90719-30-5|Locostatin

Introduction:Basic information about CAS 90719-30-5|Locostatin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLocostatin
CAS Number90719-30-5Molecular Weight197.23100
Density1.205 g/cm3Boiling Point351ºC at 760 mmHg
Molecular FormulaC10H15NO3Melting Point84-88ºC(lit.)
MSDSUSAFlash Point166.1ºC

Names

Name(n-crotonyl)-(4s)-isopropyl-2-oxazolidinone
SynonymMore Synonyms

Locostatin BiologicalActivity

DescriptionLocostatin (UIC-1005) is a potent RKIP inhibitor. Locostatin binds Raf kinase inhibitor RKIP protein and disrupts the interaction of RKIP with Raf-1 kinase and G protein-coupled receptor kinase 2. Locostatin inhibits cell proliferation and migration. Locostatin can be used to synthesize chemical probes toward PEBP-proteins. Locostatin aggravates thioacetamide (HY-Y0698)-induced acute liver failure in mice [1][2][3].
Related CatalogResearch Areas >>CancerSignaling Pathways >>Others >>Others
Target

RKIP[3]

In VitroLocostatin (200 µM;37 °C;6 小时) 破坏 RKIP 与 Raf-1 和 GRK2 的相互作用[1]。 Locostatin (50 µM;0-48 小时) 抑制 MDCK 细胞的增殖和迁移[2]。 Cell Proliferation Assay[2] Cell Line: MDCK cells Concentration: 50 µM Incubation Time: 0-48 h Result: Inhibited cell proliferation and sheet migration.
In VivoLocostatin (0.5 mg/kg;腹腔注射;每天一次,连续 7 天) 加重硫代乙酰胺 (HY-Y0698) 诱导的小鼠急性肝衰竭[3]。 Animal Model: 6 weeks, 18-22 g, male ICR mice (TAA model; injected intraperitoneally with 300 mg/kg TAA once a day for 2 days)[3] Dosage: 0.5 mg/kg Administration: I.p.; once a day for 7 days Result: Decreased the expression of RKIP, led to more severe damage, such as steatosis and hepatic lesions, increased the production of ROS in the liver and TNF-α, IL-6 and IL-1β in the sera of mice with acute liver injury, inhibitd Nrf2 and HO-1 expression in the livers of mice, induced NF-κB activation in the livers of mice,increased the phosphorylation of JNK, p38 and ERK in liver tissues.
References

[1]. Beshir AB, et al. 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. 2011;2(1):47-58.  

[2]. Mc Henry KT, et al. A non-antibacterial oxazolidinone derivative that inhibits epithelial cell sheet migration. Chembiochem. 2002 Nov 4;3(11):1105-11.  

[3]. Lin X, et al. Inhibition of RKIP aggravates thioacetamide-induced acute liver failure in mice. Exp Ther Med. 2018 Oct;16(4):2992-2998.  

Chemical & Physical Properties

Density1.205 g/cm3
Boiling Point351ºC at 760 mmHg
Melting Point84-88ºC(lit.)
Molecular FormulaC10H15NO3
Molecular Weight197.23100
Flash Point166.1ºC
Exact Mass197.10500
PSA46.61000
LogP1.29870
Appearance of Characterswhite to off-white
InChIKeyUTZAFVPPWUIPBH-QSLRECBCSA-N
SMILESCC=CC(=O)N1C(=O)OCC1Cc1ccccc1
Storage condition2-8°C
Water SolubilityDMSO: ≥30mg/mL

Safety Information

Risk Phrases24/25
Safety Phrases24/25
RIDADRNONH for all modes of transport
WGK Germany3
HS Code29349990

Synonyms

(4S)-N-Crotonyl-4-benzyl-2-oxazolidinone
(R)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE
(S,E)-3-(but-2'-enoyl)-4-benzyloxazolidin-2-one
(S)-3-((E)-but-2-enoyl)-4-benzyloxazolidin-2-one
4-(S)-benzyl-((E)-2'-butenoyl)-1,3-oxazolidin-2-one
(4S)-3-((E)-2-butenoyl)-4-(phenylmethyl)-2-oxazolidinone
(4S)-3-[(E)-BUT-2-ENOYL]-4-BENZYL-2-OXAZOLIDINONE
(4S)-N-[(2E)-but-2-enoyl]-4-phenylmethyl-1,3-oxazolidin-2-one
(N-CROTONYL)-(4S)-BENZYL-2-OXAZOLIDINONE
UIC-1005
(S,E)-4-benzyl-3-(but-2-enoyl)oxazolidin-2-one
MFCD00278769
(S)-3-((E)-but-2-enoyl)-4-benzyloxazolidinone
(N-Crotonyl)-(R)-4-benzyl-2-oxazolidinone
(S)-(+)-4-BENZYL-3-CROTONYL-2-OXAZOLIDINONE
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