ChemicalBook > CAS DataBase List > 2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V

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

Product Name
2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V
CAS No.
24418-86-8
Chemical Name
2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V
Synonyms
SKI V;SKI V, 10 mM in DMSO;Sphingosine Kinase Inhibitor V;2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one;2-(3,4-Dihydroxybenzylidene)benzofuran-3(2H)-one;3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-;(2Z)-2-(3,4-dihydroxybenzylidene)-1-benzofuran-3(2H)-one;(2E)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one;2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V;PI3K,SKI V,Inhibitor,Apoptosis,GST-hSK,sphingosine,second,mitogenic,Phosphoinositide 3-kinase,S1P,Sphingosine kinase,kinase,SphK,inhibit,antitumor,noncompetitive,messenger,non-lipid
CBNumber
CB22091422
Molecular Formula
C15H10O4
Formula Weight
254.24
MOL File
24418-86-8.mol
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2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V Property

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)
pka
8.99±0.10(Predicted)
form 
Solid
color 
Light yellow to yellow
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0012759
Product name
SKIV
Purity
98.09%
Packaging
5mg
Price
$280
Updated
2021/12/16
ChemScene
Product number
CS-0012759
Product name
SKIV
Purity
98.09%
Packaging
10mg
Price
$450
Updated
2021/12/16
ChemScene
Product number
CS-0012759
Product name
SKIV
Purity
98.09%
Packaging
50mg
Price
$1250
Updated
2021/12/16
ChemScene
Product number
CS-0012759
Product name
SKIV
Purity
98.09%
Packaging
100mg
Price
$1850
Updated
2021/12/16
Arctom
Product number
AS712312
Product name
2-(3,4-Dihydroxybenzylidene)benzofuran-3(2H)-one
Purity
98%
Packaging
1mg
Price
$148
Updated
2021/12/16
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2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V Chemical Properties,Usage,Production

Uses

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

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)

References

[1] French KJ, et al. Discovery and evaluation of inhibitors of human sphingosine kinase. Cancer Res. 2003 Sep 15;63(18):5962-9. PMID:14522923
[2] French KJ, et al. Antitumor activity of sphingosine kinase inhibitors. J Pharmacol Exp Ther. 2006 Aug;318(2):596-603. DOI:10.1124/jpet.106.101345

2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V Suppliers

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24418-86-8, 2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor VRelated Search:


  • 2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one, Sphingosine Kinase Inhibitor V
  • SKI V
  • 2-(3,4-Dihydroxy-benzylidene)-benzofuran-3-one
  • Sphingosine Kinase Inhibitor V
  • (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one
  • (2Z)-2-(3,4-dihydroxybenzylidene)-1-benzofuran-3(2H)-one
  • 3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-
  • 2-(3,4-Dihydroxybenzylidene)benzofuran-3(2H)-one
  • PI3K,SKI V,Inhibitor,Apoptosis,GST-hSK,sphingosine,second,mitogenic,Phosphoinositide 3-kinase,S1P,Sphingosine kinase,kinase,SphK,inhibit,antitumor,noncompetitive,messenger,non-lipid
  • SKI V, 10 mM in DMSO
  • 24418-86-8