Bardoxolone methyl

Chemical Name:

(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-methyl 11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-octadecahydropicene-4a-carboxylate

SMILES Code: 

O=C([C@]1(CC[C@@]2(C)[C@]3(C)CCC4C(C)(C)C(C(C#N)=C[C@]4(C)C3=C5)=O)CCC(C)(C)C[C@]1([H])[C@@]2([H])C5=O)OC

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+/m1/s1

InChi Key:

WPTTVJLTNAWYAO-OROHISIGSA-N

Keyword:

Bardoxolone methyl, RTA-402, RTA 402, RTA402, NSC-713200, TP-155C, Methyl-CDDO, MethylCDDO, Methyl CDDO, CDDO methyl ester, 218600-53-4

Solubility: Soluble in DMSO

Storage: 0 - 4°C for short term (days to weeks), or -20°C for long term (months)

Description: 

The synthetic oleanane triterpenoid CDDO (Item No. 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-γ-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 IκBα kinase/NF-κB 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

Target: NF-kB