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The synthetic oleanane triterpenoid CDDO (Cay-81035) is a Nrf2 activator that inhibits proliferation and induces differentiation and apoptosis in various cancer cells. The C-28 methyl ester of CDDO (CDDO methyl ester) blocks the cellular synthesis of inducible nitric oxide synthase (iNOS) and inducible COX-2 in INF-gamma-activated mouse macrophages with an IC50 value of 0.11 nM. It induces apoptosis, induces differentiation, and inhibits the inflammatory response in various tumor cells through inhibition of IkappaBalpha kinase/NF-kappaB signaling. CDDO methyl ester has potent antidiabetic activity, reducing proinflammatory cytokine expression in high fat diet-fed type 2 diabetic mice and in Leprdb/db mice and triggering AMP-activated protein kinase and LKB1 activation in muscle and liver.Formal Name: 2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid, methyl ester. CAS Number: 218600-53-4. Synonyms: Bardoxolone methyl, NSC 713200, RTA 402, TP-155. Molecular Formula: C32H43NO4. Formula Weight: 505.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMSO: 5 mg/ml, Ethanol: 10 mg/ml, Ethanol:PBS (pH 7.2) (1:2): 0.3 mg/ml. lambdamax: 240 nm. SMILES: CC1(C)CC[C@]2(C(OC)=O)CC[C@@]([C@@]3([H])[C@]2([H])C1)(C)[C@]4(C)CC[C@@]5([H])C(C)(C)C(C(C#N)=C[C@]5(C)C4=CC3=O)=O. InChi Code: InChI=1S/C32H43NO4/c1-27(2)11-13-32(26(36)37-8)14-12-31(7)24(20(32)17-27)21(34)15-23-29(5)16-19(18-33)25(35)28(3,4)22(29)9-10-30(23,31)6/h15-16,20,22,24H,9-14,17H2,1-8H3/t20-,22-,24-,29-,30+,31+,32?/m0/s1. InChi Key: WPTTVJLTNAWYAO-UEXZUOMCSA-N.
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