(5Z,2E)-CU-3 is a novel, potent and selective diacylglycerol kinase alpha (DGKalpha) inhibitor with an IC50 value of 0.6 μM, attenuating cancer cell proliferation and simultaneously enhancing immune responses including anti-cancer immunity. CU-3 competitively inhibits the affinity of DGKα for ATP with a Km value of 0.48 mM. (5Z,2E)-CU-3 targets the catalytic region, but not the regulatory region of DGKα. (5Z,2E)-CU-3 has antitumoral and proimmunogenic effects, enhances the apoptosis of cancer cells.

Physicochemical Properties

Molecular Formula	C16H12N2O4S3
Molecular Weight	392.472479820251
Exact Mass	391.995
CAS #	1815598-71-0
Related CAS #	CU-3;2983265-35-4
PubChem CID	6393804
Appearance	Yellow to brown solid powder
LogP	3.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Heavy Atom Count	25
Complexity	691
Defined Atom Stereocenter Count	0
SMILES	S(C1C=CC=CC=1)(NN1C(=S)S/C(=C\C=C\C2=CC=CO2)/C1=O)(=O)=O
InChi Key	YIUMXULORVBWLL-SPGDJUBISA-N
InChi Code	InChI=1S/C16H12N2O4S3/c19-15-14(10-4-6-12-7-5-11-22-12)24-16(23)18(15)17-25(20,21)13-8-2-1-3-9-13/h1-11,17H/b6-4+,14-10-
Chemical Name	N-[(5Z)-5-[(E)-3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzenesulfonamide
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

:A novel diacylglycerol kinase α-selective inhibitor, CU-3, induces cancer cell apoptosis and enhances immune response. J Lipid Res. 2016 Mar;57(3):368-79.;Dirac and Nodal Line Magnons in Three-Dimensional Antiferromagnets. Phys Rev Lett. 2017 Dec 15;119(24):247202. doi: 10.1103/PhysRevLett.119.247202. Epub 2017 Dec 13. PubMed PMID: 29286729.

Solubility Data

Solubility (In Vitro)

DMSO : ~20 mg/mL (~50.96 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2 mg/mL (5.10 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5480 mL	12.7398 mL	25.4797 mL
	5 mM	0.5096 mL	2.5480 mL	5.0959 mL
	10 mM	0.2548 mL	1.2740 mL	2.5480 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.