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SKI V

CAT: 0804-HY-12895-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-12895-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
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].
CAS Number
24418-86-8
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Apoptosis; PI3K; SphK
Type
Reference compound
Related Pathways
Apoptosis; Immunology/Inflammation; PI3K/Akt/mTOR
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/ski-v.html
Purity
98.95
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C1/C(OC2=CC=CC=C12)=C/C3=CC=C(O)C(O)=C3
Molecular Formula
C15H10O4
Molecular Weight
254.24
Precautions
H302, H315, H319
References & Citations
[1]French KJ, et al. Discovery and evaluation of inhibitors of human sphingosine kinase. Cancer Res. 2003 Sep 15;63 (18) :5962-9.|[2]French KJ, et al. Antitumor activity of sphingosine kinase inhibitors. J Pharmacol Exp Ther. 2006 Aug;318 (2) :596-603.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one

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 member of catechols and a hydroxyaurone. It is functionally related to a 2',3,4-trihydroxy-trans-chalcone.

CAS Number24418-86-8
PubChem CID5793932
IUPAC Name(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one
Molecular FormulaC15H10O4
Molecular Weight254.24
XLogP2.9
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count19
Formal Charge0
Complexity390
SMILES
C1=CC=C2C(=C1)C(=O)/C(=C/C3=CC(=C(C=C3)O)O)/O2
InChI
InChI=1S/C15H10O4/c16-11-6-5-9(7-12(11)17)8-14-15(18)10-3-1-2-4-13(10)19-14/h1-8,16-17H/b14-8-
InChIKey
HCBULGQMULJTCM-ZSOIEALJSA-N
Chemical Structure
2D Structure
2D structure of (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-1-benzofuran-3-one
CAS: 24418-86-8
CID: 5793932
Formula: C15H10O4
MW: 254.24
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight254.24
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass254.05790880
Monoisotopic Mass254.05790880
Topological Polar Surface Area66.8 Ų
Heavy Atom Count19
Formal Charge0
Complexity390
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes