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ChemicalBook--->CAS DataBase List--->24418-86-8

24418-86-8

24418-86-8 Structure

24418-86-8 Structure
IdentificationBack Directory
[Name]

2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V
[CAS]

24418-86-8
[Synonyms]

SKI V
Sphingosine Kinase Inhibitor V
2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one
(2Z)-2-(3,4-dihydroxybenzylidene)-1-benzofuran-3(2H)-one
3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-
(2E)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one
2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V
[Molecular Formula]

C15H10O4
[MDL Number]

MFCD07772193
[MOL File]

24418-86-8.mol
[Molecular Weight]

254.24
Chemical PropertiesBack Directory
[Boiling point ]

493.2±45.0 °C(Predicted)
[density ]

1.489±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO: 250 mg/mL (983.32 mM)
[form ]

Solid
[pka]

8.99±0.10(Predicted)
[color ]

Light yellow to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P280-P264-P305+P351+P338-P337+P313
Hazard InformationBack Directory
[Definition]

ChEBI: 3',4'-dihydroxyaurone is a hydroxyaurone that is aurone which is substituted by hydroxy groups at the 3' and 4' positions; major species at pH 7.3. It shows inhibitory activity against several isoforms of the histone deacetylase complex (HDAC). It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxyaurone and a member of catechols. It is functionally related to a 2',3,4-trihydroxy-trans-chalcone.
[Biological Activity]

SKI V is a non-competitive, potent non-lipid sphingosine kinase (SPHK; SK) inhibitor with IC50 of 2 μM against GST-hSK. SKI V potently inhibits PI3K with IC50 of 6 μM for hPI3k. SKI V reduces the formation of the mitotic second messenger sphingosine-1-phosphate (S1P). SKI V induces apoptosis and has antitumor activity.
[in vivo]

SKI V (75 mg/kg; ip; days 1, 5, 9, 15) significantly lowers tumor growth (>50% decreased at day 18) than control animals.

< td class="col2"> IP; days 1, 5, 9, 15
Animal Model: 6-8 weeks old BALB/c female mice with JC mammary adenocarcinoma cells
Dosage: 75 mg/kg
Administration:
Result: Tumor growth was significantly lower (>50% decreased at day 18) than tumor growth in control animals.
[target]

IC50: 2 μM (GST-hSK), 6 μM (hPI3k) and 80 μM (ERK2)

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