A synthetic triterpenoid that blocks Keap1/Nrf2 signaling
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RTA 408

Item No. 17854

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2-cyano-3,12-dioxo-28-noroleana-1,9(11)-dien-17-yl)-2,2-difluoro-propanamide
CAS Number
1474034-05-3
Synonyms
  • ​Omaveloxolone
Molecular Formula
C33H44F2N2O3
Formula Weight
554.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/mlEthanol: 2 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.25 mg/ml
λmax
239 nm
SMILES
O=C1[C@@]2([H])[C@](CC[C@]3(NC(C(F)(F)C)=O)[C@@]2([H])CC(C)(C)CC3)(C)[C@]4(C)CC[C@@]5([H])C(C)(C)C(C(C#N)=C[C@]5(C)C4=C1)=O
InChi Code
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
InChi Key
RJCWBNBKOKFWNY-IDPLTSGASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $32

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    5 mg

    $104

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    10 mg

    $160

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    25 mg

    $240

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    Cayman Chemical
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    Product Description

    RTA 408 is a synthetic triterpenoid that binds Keap1 and attenuates the degradation of Nrf2 at concentrations ≤25 nM.1 In this way, it suppresses the generation of nitric oxide and pro-inflammatory cytokines in macrophages stimulated with IFN-γ.1 At higher concentrations, RTA 408 inhibits tumor cell growth (GI50 = 260 nM), blocks NF-κB signaling, and decreases levels of cyclin D1.1 Topical application of RTA 408 activates Nrf2 and provides cytoprotective effects.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Probst, B.L., Trevino, I., McCauley, L., et al. RTA 408, a novel synthetic triterpenoid with broad anticancer and anti-inflammatory activity. PLoS One 10(4), 1-16 (2015).

    2. Reisman, S.A., Lee, C.Y., Meyer, C.J., et al. Topical application of the synthetic triterpenoid RTA 408 activates Nrf2 and induces cytoprotective genes in rat skin. Arch. Dermatol. Res. 306(5), 447-454 (2014).

    3. Reisman, S.A., Lee, C.Y.I., Meyer, C.J., et al. Topical application of the synthetic triterpenoid RTA 408 protects mice from radiation-induced dermatitis. Radiat. Res. 181(5), 512-520 (2014).