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SKI-178

CAT: 0804-HY-12892-06Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-12892-06Size:100 mg
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Description
SKI-178 is a potent sphingosine kinase-1 (SphK1) and SphK2 inhibitor. SKI-178 is cytotoxic at IC50 concentrations ranging from 1.8 to 0.1 μM in both agent sensitive and multi-agent resistant cancer cell lines (i.e., MTR3, NCI-ADR and HL60/VCR cells) . SKI-178 induces apoptosis in a CDK1-dependent manner in human acute myeloid leukemia cell lines[1][2].
CAS Number
1259484-97-3
UNSPSC
12352005
Hazard Statement
H302, H318
Target
Apoptosis; SphK
Type
Reference compound
Related Pathways
Apoptosis; Immunology/Inflammation
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/ski-178.html
Concentration
10mM
Purity
99.29
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C(C1=CC(C2=CC=C(OC)C=C2)=NN1)N/N=C(C3=CC=C(OC)C(OC)=C3)\C
Molecular Formula
C21H22N4O4
Molecular Weight
394.42
Precautions
H302, H318
References & Citations
[1]Hengst JA, et al. SKI-178: A Multitargeted Inhibitor of Sphingosine Kinase and Microtubule Dynamics Demonstrating Therapeutic Efficacy in Acute Myeloid Leukemia Models. Cancer Transl Med. 2017;3 (4) :109-121.|[2]Hengst JA, et al. Development of a sphingosine kinase 1 specific small-molecule inhibitor. Bioorg Med Chem Lett. 2010;20 (24) :7498-7502.|[3]Dick TE, et al. The apoptotic mechanism of action of the sphingosine kinase 1 selective inhibitor SKI-178 in human acute myeloid leukemia cell lines. J Pharmacol Exp Ther. 2015;352 (3) :494-508.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
SphK1; SphK2

Chemical Information

N-[(E)-1-(3,4-dimethoxyphenyl)ethylideneamino]-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxamide
CAS Number1259484-97-3
PubChem CID5342941
IUPAC NameN-[(E)-1-(3,4-dimethoxyphenyl)ethylideneamino]-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxamide
Molecular FormulaC21H22N4O4
Molecular Weight394.4
XLogP3.3
Topological Polar Surface Area97.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count29
Formal Charge0
Complexity565
SMILES
C/C(=N\NC(=O)C1=CC(=NN1)C2=CC=C(C=C2)OC)/C3=CC(=C(C=C3)OC)OC
InChI
InChI=1S/C21H22N4O4/c1-13(15-7-10-19(28-3)20(11-15)29-4)22-25-21(26)18-12-17(23-24-18)14-5-8-16(27-2)9-6-14/h5-12H,1-4H3,(H,23,24)(H,25,26)/b22-13+
InChIKey
GMFUWEBOUKIKRP-LPYMAVHISA-N
Chemical Structure
2D Structure
2D structure of N-[(E)-1-(3,4-dimethoxyphenyl)ethylideneamino]-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxamide
CAS: 1259484-97-3
CID: 5342941
Formula: C21H22N4O4
MW: 394.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight394.4
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass394.16410520
Monoisotopic Mass394.16410520
Topological Polar Surface Area97.8 Ų
Heavy Atom Count29
Formal Charge0
Complexity565
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

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Alternative Products

CatalogName
BA2877-5.1SKI-178
JAC48497-01SKI 178
A22510-50SKI-178 50mg
A22510-5SKI-178 5mg
A22510-2SKI-178 2mg
A22510-500SKI-178 500mg
A22510-100SKI-178 100mg
A22510-25SKI-178 25mg
A22510-10SKI-178 10mg
A22510-10mM-DSKI-178 10mM * 1mL in DMSO

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