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Bardoxolone

Catalog No. T2915   CAS 218600-44-3
Synonyms: RTA 401, CDDO

Bardoxolone (CDDO) is a synthetic oleanane triterpenoid that blocks the cellular synthesis of inducible nitric oxide synthase and inducible COX-2 in INF-γ-activated mouse macrophages with an IC50 value of 0.4 nM. By suppressing reactive oxygen and nitrogen species (ROS/RNS) formation, it promotes the cellular control of ROS/RNS levels that would lead to DNA damage associated with tumorigenesis. In various Y cell lines, Bardoxolone has been shown to specifically inhibit proliferation and induce apoptosis. Mechanism studies revealed that Bardoxolone is a ligand for peroxisome proliferator-activated receptor γ, and also that it induces genes regulated by Nrf2, including heme oxygenase-1 and eotaxin-1, which play a role in antioxidant response element signaling activity.

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Bardoxolone Chemical Structure
Bardoxolone, CAS 218600-44-3
Pack Size Availability Price/USD Quantity
5 mg In stock $ 68.00
10 mg In stock $ 93.00
25 mg In stock $ 112.00
50 mg In stock $ 134.00
100 mg In stock $ 247.00
1 mL * 10 mM (in DMSO) In stock $ 74.00
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Purity: 99.19%
Purity: 98.97%
Purity: 97.9%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Bardoxolone (CDDO) is a synthetic oleanane triterpenoid that blocks the cellular synthesis of inducible nitric oxide synthase and inducible COX-2 in INF-γ-activated mouse macrophages with an IC50 value of 0.4 nM. By suppressing reactive oxygen and nitrogen species (ROS/RNS) formation, it promotes the cellular control of ROS/RNS levels that would lead to DNA damage associated with tumorigenesis. In various Y cell lines, Bardoxolone has been shown to specifically inhibit proliferation and induce apoptosis. Mechanism studies revealed that Bardoxolone is a ligand for peroxisome proliferator-activated receptor γ, and also that it induces genes regulated by Nrf2, including heme oxygenase-1 and eotaxin-1, which play a role in antioxidant response element signaling activity.
In vitro Bardoxolone methyl is a novel synthetic triterpenoid and antioxidant inflammation modulator that potently induces Nrf2 and inhibits NF-κB and Janus-activated kinase/STAT signaling. Bardoxolone methyl has been shown to induce differentiation, inhibit proliferation, and induce apoptosis in cancer cell lines[2].
In vivo Kidney sections from monkeys treated with Bardoxolone methyl displayed a reduction in megalin protein expression, despite unchanged mRNA expression levels across all studied groups. Densitometry confirmed this reduction, indicating that Bardoxolone methyl significantly lowers megalin protein levels in the monkey kidney, without affecting cubilin protein or mRNA expression. Moreover, creatinine clearance in these monkeys significantly changed from the baseline and compared to vehicle-treated monkeys on day 28. Following 28 days of Bardoxolone methyl treatment, urinary albumin-to-creatinine ratios (UACRs) notably increased compared to vehicle-treated animals, with UACRs decreasing by 53.3% in vehicle-treated and increasing by 27.9% in Bardoxolone methyl-treated monkeys. In a separate study, male C57BL/6J mice were given Bardoxolone methyl orally during high-fat diet (HFD) feeding (HFD/BARD), with comparisons to mice solely on a high-fat (HFD) or a low-fat diet (LFD) for 21 weeks. HFD mice showed a significant increase in F4/80 crown-like structures by 95% and interstitial macrophages by 98% compared to LFD mice, both of which were substantially mitigated in HFD/BARD mice, showing reductions of 50% and 32% respectively, in these markers of inflammation.
Source
Synonyms RTA 401, CDDO
Molecular Weight 491.66
Formula C31H41NO4
CAS No. 218600-44-3

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 100 mg/mL (203.39 mM), sonification is recommended.

TargetMolReferences and Literature

1. McCullough PA, et al. Cardiac and renal function in patients with type 2 diabetes who have chronic kidney disease: potential effectsof bardoxolone methyl. Drug Des Devel Ther. 2012;6:141-9. 2. Hong DS, et al. A phase I first-in-human trial of bardoxolone methyl in patients with advanced solid tumors and lymphomas. Clin Cancer Res. 2012 Jun 15;18(12):3396-406. 3. Reisman SA, et al. Bardoxolone Methyl Decreases Megalin and Activates Nrf2 in the Kidney. J Am Soc Nephrol. 2012 Oct;23(10):1663-73. 4. Dinh CH, et al. Bardoxolone Methyl Prevents Mesenteric Fat Deposition and Inflammation in High-Fat Diet Mice. ScientificWorldJournal. 2015;2015:549352.

TargetMolCitations

1. Wang J, Xu J, Yang S, et al.SN‐38, an active metabolite of irinotecan, inhibits transcription of nuclear factor erythroid 2‐related factor 2 and enhances drug sensitivity of colorectal cancer cells.Molecular Carcinogenesis.2024

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Drug Library Anti-Cancer Active Compound Library Anti-Cancer Clinical Compound Library Selected Plant-Sourced Compound Library Natural Product Library for HTS Oxidation-Reduction Compound Library Bioactive Compound Library Transcription Factor-Targeted Compound Library ReFRAME Related Library Anti-Inflammatory Traditional Chinese Medicine Compound Library

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Keywords

Bardoxolone 218600-44-3 Immunology/Inflammation Others Nrf2 Inhibitor RTA401 RTA 401 CDDO inhibit Keap1-Nrf2 RTA-401 inhibitor

 

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