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CDDO-Me | Nrf2 activator

CAS:
218600-53-4
Catalog Number:
10-5449
Activity:
Nrf2 activator
Chemical Names:
2-Cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester
Alternate Name:
Bardoxolone methyl; NSC-713200; RTA 402; TP-155
Molecular Weight:
505.70
Molecular Formula:
C32H43NO4
Solubility:
Soluble in DMSO (25 mg/ml with warming)
Physical Properties:
White solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Shipping Code:
RT

CDDO-Me (218600-53-4) is a potent activator of Nrf2 target transcription via interaction with thiol groups of Keap1, an Nrf2 partner, in phase 2 response against oxidative stress.1 Inhibits the NF-κB pathway via inhibition of IKKα activation in vitro2 and reduces expression of proinflammatory cytokines in vivo3. Alters tumor microenvironment causing breast tumor associated macrophages to switch from tumor-promoting to tumor-inhibiting characteristics in vitro.4 Reduces cancer stem cell marker expression in Ec109 and KYSE70 cells.5

References/Citations:

  1. Dinkova-Kostova et al. (2005) Extremely potent triterpenoid inducers of the phase 2 response: correlations of protection against oxidant and inflammatory stress; Proc.  Natl. Acad. Sci. USA 102 4584
  2. Shishodia et al. (2006) A synthetic triterpenoid, CDDO-Me, inhibits IkappaBalpha kinase and enhances apoptosis induced by TNF and chemotherapeutic agents through down-regulation of expression of nuclear factor kappaB-regulated gene products in human leukemic cells; Clin Cancer Res. 12 1828
  3. Wang et al. (2015) Therapeutic effects of C-28 methyl ester of 2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid (CDDO-Me; bardoxolone methyl) on radiation-induced lung inflammation and fibrosis in mice; Drug Des. Devel. Ther. 9 3163
  4. Ball et al. (2020) CDDO-Me Alters the Tumor Microenvironment in Estrogen Receptor Negative Breast Cancer; Sci. Rep. 10 6560
  5. Wang et al. (2015) Bardoxolone methyl induces apoptosis and autophagy and inhibits epithelial-to-mesenchymal transition and stemness in esophageal squamous cancer cells; Drug Des. Devel. Ther. 9 993
CDDO-Me | Nrf2 activator is also available in the Cellular Metabolism Library.
CAS:
218600-53-4
Catalog Number:
10-5449
Activity:
Nrf2 activator
Chemical Names:
2-Cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid methyl ester
Alternate Name:
Bardoxolone methyl; NSC-713200; RTA 402; TP-155
Molecular Weight:
505.70
Molecular Formula:
C32H43NO4
Solubility:
Soluble in DMSO (25 mg/ml with warming)
Physical Properties:
White solid
Purity:
>98% HPLC
NMR (Conforms)
Storage Temperature:
-20°C
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Shipping Code:
RT

Safety Data Sheet:

N/A

Product Data Sheet:

N/A
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