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Omaveloxolone
- RTA 408- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C33H44F2N2O3
- MW: 554.71
Description
Synthetic triterpenoid that potently activates the antioxidative transcription factor Nrf2 (nuclear factor erythroid 2-related factor 2) and inhibits the proinflammatory transcription factor NF-κB at low concentrations. RTA 408 dose-dependently reduced NO concentrations (IC50 value 4.4 Nm). At higher concentrations, RTA 408 inhibited tumor cell growth (GI50 value 260 nM) and increased caspase activity in tumor cell lines, but not in normal primary human cells. RTA 408 is a highly effective mitigator of steady state hematopoiesis and shows normalization of the frequency of hematopoietic stem and progenitor cells in mice after administration of lethal, myeloablative doses of whole-body irradiation.
More Information
| Parent CAS No. | 1474034-05-3 |
|---|---|
| Chemical Name | N-((4aS,6aR,6bS,8aR,12aS,14aR,14bS)-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-octadecahydropicen-4a-yl)-2,2-difluoropropanamide |
| SMILES | CC1(C)C[C@]2([H])[C@@](NC(C(F)(F)C)=O)(CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)C(=O)C(C#N)=C[C@]5(C)C4=CC(=O)[C@@]32[H])CC1 |&1:4,6,16,18,22,33,39,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C33H44F2N2O3/c1-27(2)11-13-33(37-26(40)32(8,34)35)14-12-31(7)24(20(33)17-27)21(38)15-23-29(5)16-19(18-36)25(39)28(3,4)22(29)9-10-30(23,31)6/h15-16,20,22,24H,9-14,17H2,1-8H3,(H,37,40)/t20-,22-,24-,29-,30+,31+,33-/m0/s1 |
| InChiKey | RJCWBNBKOKFWNY-IDPLTSGASA-N |
| CID | 71811910 |
| Short Description | NRF2 acitivator |
References
- S.A. Reisman et al. Topical application of the synthetic triterpenoid RTA 408 protects mice from radiation-induced dermatitis. Radiat Res. 2014 May;181(5):512-20.
- B.L. Probst et al. RTA 408, A Novel Synthetic Triterpenoid with Broad Anticancer and Anti-Inflammatory Activity. PLoS One. 2015 Apr 21;10(4):e0122942.
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