CDDO-Im

CDDO-Im is a synthetic triterpenoid and an activator of Nrf2 signaling. It binds to Keap1, inhibiting the degradation of Nrf2 and leading to increased Nrf2 protein levels. CDDO-Im (100 nM) increases the expression of Nrf2 target genes and activates heme oxygenase-1 (HO-1) in a reporter assay using CV-1 cells. It also binds to PPARgamma and PPARalpha (Kis = 344 and 232 nM, respectively) and induces PPARgamma transactivation in SW480 cells. It inhibits the production of nitric oxide synthase (NOS) in isolated mouse macrophages (IC50 = 0.014 nM). CDDO-Im (300 nM) inhibits proliferation of U937 and MCF-7 cells and reduces fatty acid synthesis in LiSa-2 human liposarcoma cells when used at a concentration of 100 nM. It reduces tumor growth in a B16 murine melanoma model when administered at a dose of 50 µg/animal twice per day.Formal Name: 1-(2-cyano-3,12,28-trioxooleana-1,9(11)-dien-28-yl)-1H-imidazole. CAS Number: 443104-02-7. Synonyms: CDDO-Imidazolide, RTA 403. Molecular Formula: C34H43N3O3. Formula Weight: 541.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 1 mg/ml, DMSO: 1 mg/ml. lambdamax: 243 nm. SMILES: O=C(N1C=CN=C1)[C@]23[C@](CC(C)(CC3)C)([H])[C@]4([H])[C@@](CC2)([C@]5(C([C@@]6([C@@](C(C)(C(C(C#N)=C6)=O)C)([H])CC5)C)=CC4=O)C)C. InChi Code: InChI=1S/C34H43N3O3/c1-29(2)10-12-34(28(40)37-15-14-36-20-37)13-11-33(7)26(22(34)18-29)23(38)16-25-31(5)17-21(19-35)27(39)30(3,4)24(31)8-9-32(25,33)6/h14-17,20,22,24,26H,8-13,18H2,1-7H3/t22-,24-,26-,31-,32+,33+,34-/m0/s1. InChi Key: ITFBYYCNYVFPKD-FMIDTUQUSA-N.