TPh A (Triphenyl Compound A) is an effective inhibitor of the nuclear protein pirin, with a Ki of 0.6 uM. TPh A disrupts Bcl3-pirin complex formation. TPh A could be utilized as a relevant small molecule tool to regulate intracellular Pirin.

Physicochemical Properties

Molecular Formula	C21H21NO3S2
Molecular Weight	399.53
Exact Mass	399.096
CAS #	21306-65-0
PubChem CID	9583267
Appearance	Typically exists as solid at room temperature
LogP	6.484
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Heavy Atom Count	27
Complexity	577
Defined Atom Stereocenter Count	0
SMILES	CC1=CC=C(C=C1)S(=O)(=O)N=S(C)C2=CC=C(C=C2)OCC3=CC=CC=C3
InChi Key	IMUPOWQOXOCVBN-UHFFFAOYSA-N
InChi Code	InChI=1S/C21H21NO3S2/c1-17-8-14-21(15-9-17)27(23,24)22-26(2)20-12-10-19(11-13-20)25-16-18-6-4-3-5-7-18/h3-15H,16H2,1-2H3
Chemical Name	(NE)-4-methyl-N-[methyl-(4-phenylmethoxyphenyl)-λ4-sulfanylidene]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

ln Vitro	Nuclear factor I/CCAAT box transcription factor (NFI/CTF) is present in pirin, a nuclear protein. Pirin proteins are thought to be a member of the cupin superfamily because of their great degree of conservation among prokaryotes, plants, fungus, and mammals. The TPh A (20 μM; 5 hr) decreases the quantity of Bcl3 bound to pirin and hinders the interaction with glutathione S-transferase (GST) purLldown assay. HEK293T cells transfected with Myc and pirin-His6 vectors for 43 hours showed differences between pirin and Bcl3 [1]. While TPh A (0-100 μM; 48 hours) is active against MCF7, MDA-MB231, HeLa, DU145, HepG2, A549, HT1080, WM266-4, and SK, it lacks potent cytotoxic activity against many other human cancer cell lines. The IC50 values for MEL-28 cells are >50 μM, while those for PC3 HL60 and HT29 cells are 27 μM, 20 μM, and 26 μM, respectively [1]. WM266-4 and SK-MEL-28 cells' ability to migrate is inhibited by TPhA (0-50 μM; 48 hours) in a concentration-dependent manner [1].
Cell Assay	Cell Viability Assay[1] Cell Types: MCF7, MDA-MB231, HeLa, DU145, HepG2, A549, HT1080, WM266-4, and SK-MEL-28 cells Tested Tested Concentrations: 0-100 μM Incubation Duration: 48 hrs (hours) Experimental Results: Did not exert any potent cytotoxic activity against many human cancer cell lines.
References	[1]. A Small-Molecule Inhibitor Shows That Pirin Regulates Migration of Melanoma Cells. Nat Chem Biol. 2010 Sep;6(9):667-73.

Solubility Data

Solubility (In Vitro)

DMSO: 250 mg/mL (625.74 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.21 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (5.21 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 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. Solubility in Formulation 3: ≥ 2.08 mg/mL (5.21 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5029 mL	12.5147 mL	25.0294 mL
	5 mM	0.5006 mL	2.5029 mL	5.0059 mL
	10 mM	0.2503 mL	1.2515 mL	2.5029 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.