CDDO
2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid
CAS: 218600-44-3
Molecular Formula: C31H41NO4
CDDO - Names and Identifiers
| Name | 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid |
| Synonyms | CDDO RTA 401 BARDOXOLONE Bardoxolone CDDO(Bardoxolone) 2-Cyano-3,12-dioxooleana-1,9-dien-28-oic acid 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid Oleana-1,9(11)-dien-28-oic acid, 2-cyano-3,12-dioxo- |
| CAS | 218600-44-3 |
| InChI | InChI=1/C31H41NO4/c1-26(2)10-12-31(25(35)36)13-11-30(7)23(19(31)16-26)20(33)14-22-28(5)15-18(17-32)24(34)27(3,4)21(28)8-9-29(22,30)6/h14-15,19,21,23H,8-13,16H2,1-7H3,(H,35,36)/t19-,21-,23-,28-,29+,30+,31-/m0/s1 |
CDDO - Physico-chemical Properties
| Molecular Formula | C31H41NO4 |
| Molar Mass | 491.66 |
| Density | 1.18 |
| Melting Point | 180-182 °C |
| Boling Point | 632.9±55.0 °C(Predicted) |
| Flash Point | 336.6°C |
| Vapor Presure | 1.2E-17mmHg at 25°C |
| pKa | 4.52±0.70(Predicted) |
| Storage Condition | Sealed in dry,Store in freezer, under -20°C |
| Refractive Index | 1.574 |
| In vitro study | Bardoxolone methyl, a novel synthetic triterpenoid and antioxidant inflammation modulator, 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. |
| In vivo study | Kidney sections from Bardoxolone methyl-treated monkeys demonstrates decreased megalin protein expression despite similar mRNA expression across groups. The visualized decrease in megalin protein expression is confirmed by densitometry analyses, which demonstrated that Bardoxolone methyl administration significantly decreased megalin protein expression in the monkey kidney. Bardoxolone methyl administration does not affect the protein expression of cubilin in the kidney or the mRNA expression of cubilin in the kidney. The creatinine clearance in monkeys administered Bardoxolone methyl significantly differed from that at baseline and in vehicle-treated animals on day 28. After 28 days of Bardoxolone methyl administration, urinary albumin-to-creatinine ratios (UACRs), determined from the 24-hour urine collections, are significantly increased compared with those in animals receiving vehicle. Of note, UACRs decreases 53.3% in vehicle-treated animals and increased 27.9% in Bardoxolone methyl-treated monkeys. Male C57BL/6J mice are administered oral BARD during HFD feeding (HFD/BARD), only fed a high-fat diet (HFD), or fed low-fat diet (LFD) for 21 weeks. Compared with LFD mice, HFD mice have a marked increase in the number of F4/80 crown-like structures (+95%; p<0.001), which is effectively prevented by BARD (−50%; p<0.01). Similarly, the number of F4/80 interstitial macrophages is significantly higher in HFD mice by 98% (p<0.001) compared with LFD mice and by 32% (p<0.01) compared with HFD/BARD mice. |
CDDO - Introduction
Bardoxolone(RTA 402) are the lead compounds of antioxidant inflammatory regulators (AIM), which are inducers of the transcription factor Nrf2.
Last Update：2022-10-16 17:14:59
CDDO - Reference Information
| Biological activity | Bardoxolone (CDDO, RTA 401) works by releasing Nrf2 from KEAP1. It is an activator of Nrf2 and can induce cancer cell apoptosis. |
| Target | Value |
Last Update：2024-04-10 22:29:15
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