MIRA-1 is a maleimide analog. MIRA-1 can cause apoptosis in p53 mutant cells by restoring p53-dependent transcriptional transactivation. MIRA-1 has anti-tumor effects.

Physicochemical Properties

Molecular Formula	C8H9NO4
Molecular Weight	183.163
Exact Mass	183.053
CAS #	72835-26-8
PubChem CID	227681
Appearance	White to light yellow solid powder
Density	1.307g/cm3
Boiling Point	298.2ºC at 760 mmHg
Flash Point	134.1ºC
Index of Refraction	1.514
LogP	-0.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Heavy Atom Count	13
Complexity	264
Defined Atom Stereocenter Count	0
InChi Key	YXEWPGYLMHXLPS-UHFFFAOYSA-N
InChi Code	InChI=1S/C8H9NO4/c1-2-8(12)13-5-9-6(10)3-4-7(9)11/h3-4H,2,5H2,1H3
Chemical Name	(2,5-dioxopyrrol-1-yl)methyl propanoate
Synonyms	NSC 19630; NSC-19630; NSC19630
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	Saos-2-His273 cells with p53 mutation growth measured by MIRA-1 (25 μM; 48 hr) [1]. Mutant p53 and MIRA-1 (5 μM; 48 hours) both limit cell proliferation [1]. While MIRA-1 (10 μM; 48 hours) much less effectively inhibits p5 3 Saos-2 cells, it dramatically decreases the number of colonies in Saos-2 cells expressing his273 [1]. The fraction of Saos-2 and Saos-2-his273 cells with sub-g1 DNA content increases significantly when mutant p53 is present [1]. MIRA-1 (5 and 10 μM; 24 hours) Transduces SKOV-His175 Cells Cell Proliferation Assay
Cell Assay	Cell Proliferation Assay Cell Types: Saos-2-His273, H1299-His175, SKOV-His175 and SKOV-His273[1] Tested Concentrations: 25 μM Incubation Duration: 48 hrs (hours) Experimental Results: Inhibited cell expression of EGFP, MDM2 and Bax[1]. It grows in a mutant p53-dependent manner, with a survival rate of 18.5~39% without doxycycline and a survival rate of 71.5~87.5% with doxycycline. Apoptosis analysis Cell Types: Saos-2 and Saos-2-His273 cells [1] Tested Concentrations: 10 μM Incubation Duration: 48 hrs (hours) Experimental Results: In the presence of the mutant, results in a substantial increase in the fraction of cells with sub-G1 DNA content Section 53 pages.
References	[1]. Reactivation of mutant p53 and induction of apoptosis in human tumor cells by maleimide analogs [published correction appears in J Biol Chem. 2017 Dec 1;292(48):19607]. J Biol Chem. 2005;280(34):30384-30391.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~545.97 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (13.65 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 25.0 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: ≥ 2.5 mg/mL (13.65 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 25.0 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (13.65 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	5.4597 mL	27.2985 mL	54.5971 mL
	5 mM	1.0919 mL	5.4597 mL	10.9194 mL
	10 mM	0.5460 mL	2.7299 mL	5.4597 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.