NCX4040 (NO-Aspirin) is a nonsteroidal anti~inflammatory agent (NSAID) that is a nitric oxide (NO)-releasing form of Aspirin. NCX4040 causes apoptosis in PC3 metastatic prostate cancer/tumor cells. NCX4040 has anti~inflammatory and anti-cancer effects.

Physicochemical Properties

Molecular Formula	C16H13NO7
Molecular Weight	331.27700
Exact Mass	331.069
CAS #	287118-97-2
PubChem CID	9818919
Appearance	White to off-white solid powder
LogP	3.062
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Heavy Atom Count	24
Complexity	454
Defined Atom Stereocenter Count	0
SMILES	CC(=O)OC1=CC=CC=C1C(=O)OC2=CC=C(C=C2)CO[N+](=O)[O-]
InChi Key	CTHNKWFUDCMLIQ-UHFFFAOYSA-N
InChi Code	InChI=1S/C16H13NO7/c1-11(18)23-15-5-3-2-4-14(15)16(19)24-13-8-6-12(7-9-13)10-22-17(20)21/h2-9H,10H2,1H3
Chemical Name	[4-(nitrooxymethyl)phenyl] 2-acetyloxybenzoate
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

In PC3 cells, NCX4040 dramatically increases the production of hydrogen peroxide, which causes oxidative stress and mitochondrial depolarization. These events result in lipid peroxidation, cell cycle arrest, inhibition of colony expansion, and induction of apoptosis [1]. NCX4040 (10-50 μM) depolymerizes F-actin and induces anoikis, which impairs PC3 cells' ability to migrate [1]. In PC3 cells, NCX4040 suppresses the expression of cyclin D1. Important anti-apoptotic markers, including survivin, X-linked inhibitor of apoptosis (XIAP), inhibitor of apoptosis protein 1 (cIAP1), and Cellular-Myc (c-Myc), were significantly downregulated, according to Western blot analysis[1]. Phosphohistone H2AX (pH2AX), cleaved caspase 3, and cleaved poly[ADP-ribose] polymerase 1 (PARP1) are all upregulated in cells treated with NCX4040- [1].

References

[1]. Somaiah Chinnapaka, et al. Nitro aspirin (NCX4040) induces apoptosis in PC3 metastatic prostate cancer cells via hydrogen peroxide (H 2 O 2)-mediated oxidative stress. Free Radic Biol Med. 2019 Nov 1;143:494-509.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~301.86 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (7.55 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 25.0 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	3.0186 mL	15.0930 mL	30.1859 mL
	5 mM	0.6037 mL	3.0186 mL	6.0372 mL
	10 mM	0.3019 mL	1.5093 mL	3.0186 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.