CDDO-2P-Im is an imidazolamide analog of CDDO with chemopreventive effects. CDDO-2P-Im reduces the size and severity of lung tumors in a mouse lung cancer model.

Physicochemical Properties

Molecular Formula	C39H46N4O3
Molecular Weight	618.807549953461
Exact Mass	618.356
CAS #	1883650-96-1
PubChem CID	135397767
Appearance	Typically exists as solid at room temperature
LogP	7.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Heavy Atom Count	46
Complexity	1480
Defined Atom Stereocenter Count	7
SMILES	C[C@@]12CC[C@]3(CCC(C[C@H]3[C@H]1C(=O)C=C4[C@]2(CC[C@@H]5[C@@]4(C=C(C(=O)C5(C)C)C#N)C)C)(C)C)C(=O)N6C=C(N=C6)C7=CC=CC=N7
InChi Key	NXUDOCUNEVFUGK-DIJMLVISSA-N
InChi Code	InChI=1S/C39H46N4O3/c1-34(2)13-15-39(33(46)43-22-27(42-23-43)26-10-8-9-17-41-26)16-14-38(7)31(25(39)20-34)28(44)18-30-36(5)19-24(21-40)32(45)35(3,4)29(36)11-12-37(30,38)6/h8-10,17-19,22-23,25,29,31H,11-16,20H2,1-7H3/t25-,29-,31-,36-,37+,38+,39-/m0/s1
Chemical Name	(4aR,6aR,6aS,6bR,8aS,12aS,14bS)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-8a-(4-pyridin-2-ylimidazole-1-carbonyl)-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
Synonyms	CDDO2PIm; CDDO 2P Im
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	At 100 nM, CDDO-2P-Im (100 nM; 4 days) stimulates U937 cell differentiation [1]. With an IC50 of 5.8 nM, CDDO-2P-Im suppresses the generation of NO in RAW264.7 cells[1].
ln Vivo	Compared to CDDO-Im, CDDO-2P-Im was more stable in pharmacokinetic investigations [1]. In a variety of mouse tissues in vivo, CDDO-2P-Im dramatically raises the levels of quinone reductase (NQO1) and heme oxygenase-1 (HO-1) mRNA and protein [1]. In A/J mice, CDDO-2P-Im (50–200 mg/kg; diet; 16 weeks) decreases the quantity, size, and severity of tumors [1].
Cell Assay	Apoptosis analysis [1] Cell Types: U937 Cell Tested Concentrations: 30 nM, 100 nM Incubation Duration: 4 days Experimental Results: 100 nM induced U937 cell differentiation.
Animal Protocol	Animal/Disease Models: Sevenweeks old female A/J mice [1] Doses: 50 mg/kg, 200 mg/kg Route of Administration: diet; continued for 16 weeks Experimental Results: The number, size and severity of tumors were diminished.
References	[1]. Cao M , et al. Novel synthetic pyridyl analogues of CDDO-Imidazolide are useful new tools in cancer prevention. Pharmacol Res. 2015 Oct;100:135-47.

Solubility Data

Solubility (In Vitro)

DMSO : ~200 mg/mL (~323.20 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (3.36 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	1.6160 mL	8.0800 mL	16.1600 mL
	5 mM	0.3232 mL	1.6160 mL	3.2320 mL
	10 mM	0.1616 mL	0.8080 mL	1.6160 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.