BiochemProbe — Life Science Research Reagents

CDDO-EA free base · Synonyms: CDDO ethyl amide | RTA 405 | TP 319

CDDO-EA is an NF-E2 related factor 2/antioxidant response element activator.

For research use only. Not for human or veterinary use.

Target Keap1-Nrf2
Research area Cancer
Purity >98% Stock Inquire

CDDO-EA structure

CAS No.: 932730-51-3

Download structure (.mol)

Pack sizes & pricing

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25 mg USD 498.00 BP-02107-25mg In stock Get quote
50 mg USD 598.00 BP-02107-50mg In stock Get quote
100 mg USD 898.00 BP-02107-100mg In stock Get quote
200 mg USD 1,150.00 BP-02107-200mg In stock Get quote
500 mg USD 2,098.00 BP-02107-500mg In stock Get quote
1 g Inquire BP-02107-1g In stock Inquire

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Description

CDDO-EA is an NF-E2 related factor 2/antioxidant response element (Nrf2/ARE) activator.

Biological activity

In Vitro CDDO-EA potently activates Nrf2/ARE in a cell culture model of ALS and in the G93A SOD1 mouse model of ALS[1]. CDDO-EA is a potent inducer of apoptosis in A549 lung cancer cells, as shown both by PARP cleavage and Annexin staining. CDDO-EA is more potent than CDDO itself as inducers of heme oxygenase-1 (HO-1). In RAW264.7 macrophage-like cells, CDDO-EA is 7-fold more potent than CDDO as suppressors of the ability of IFN-γ to induce iNOS. In Vivo The survival analysis shows that G93A mice treated with CDDO-EA, compared to G93A littermate controls, lives significantly longer. CDDO-EA treatment increases the life-span by 20.6 days from 124.05±3.7 days to 144.72±8.1 days (16.6%) (p<0.001). In CDDO-EA-treated G93A mice, the age of death is 141.4±5.2 days and the duration from the age of onset to the age of death is 57.6±7.6 days, which means that the age of death from onset is prolonged by 17.5 days (43%).

Identifiers

SMILES
CCNC([C@]12[C@](CC(C)(CC2)C)([H])[C@]3([H])[C@@](CC1)([C@]4(C([C@@]5([C@@](C(C)(C(C(C#N)=C5)=O)C)([H])CC4)C)=CC3=O)C)C)=O
InChIKey
RZRQJICXYQPEQJ-YKEYHJQHSA-N

Specifications

MW (average)
518.7299
Formula
C33H46N2O3
CAS No.
932730-51-3
Physical state
Solid
Color
white to off-white
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage
Powder   -20°C, 3 years , 4°C, 2 years ; In solvent   -20°C, 1 month

Solubility

Soluble in DMSO

In vitro
DMSO : 16.67 mg/mL

References

[1]. Neymotin A, et al. Neuroprotective effect of Nrf2/ARE activators, CDDO ethylamide and CDDO trifluoroethylamide, in a mouse model of amyotrophic lateral sclerosis. Free Radic Biol Med. 2011 Jul 1;51(1):88-96.
[2]. Liby K, et al. The synthetic triterpenoids CDDO-methyl ester and CDDO-ethyl amide prevent lung cancer induced by vinyl carbamate in A/J mice. Cancer Res. 2007 Mar 15;67(6):2414-9.

Same target

Search Keap1-Nrf2

Same research area

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