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(-)-Butin

SKU: orb1297436

Description

(-)-Butin is a natural flavonoid with potent antioxidant properties. It activates the Nrf2 pathway via PI3K/Akt signaling to upregulate MnSOD, thereby protecting cells from H2O2-induced apoptosis and mitochondrial dysfunction in vitro. This mechanism supports its research in models of oxidative stress-related diseases.

Research Area

Immunology & Inflammation, Signal Transduction

Images & Validation

Key Properties

CAS Number492-14-8
MW272.25
Purity99.96% (May vary between batches)
FormulaC15H12O5
SMILESOc1ccc2C(=O)C[C@H](Oc2c1)c1ccc(O)c(O)c1
TargetNrf2,Akt,PI3K
SolubilityDMSO:50 mg/mL (183.65 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:4 mg/mL (14.69 mM)

Bioactivity

In Vitro
The antioxidant function of manganese superoxide dismutase (Mn SOD) is important in preventing oxidative stress. While exposure to H2O2 reduced the expression of Mn SOD in Chinese hamster lung fibroblast (V79-4), the addition of Butin restored Mn SOD expression at both the mRNA and protein levels, resulting in increased Mn SOD activity. The transcription factor NF-E2-related factor 2 (Nrf2) regulates Mn SOD gene expression by binding to the antioxidant responsive element (ARE). Butin enhanced the nuclear translocation and ARE-binding activity of Nrf2, which was decreased by H2O2. The siRNA-mediated knockdown of Nrf2 attenuated Butin-induced Mn SOD expression and activity. Further, phosphatidylinositol 3-kinase (PI3K)/protein kinase B (PKB, Akt) contributed to the ARE-driven Mn SOD expression. Butin activated PI3K/Akt and exposure to either LY294002 (a PI3K inhibitor), Akt inhibitor IV (an Akt-specific inhibitor), or Akt siRNA suppressed the Butin-induced activation of Nrf2, resulting in decreased Mn SOD expression and activity. Finally, the cytoprotective effect of Butin against H2O2-induced cell damage was suppressed by the siRNA-mediated knockdown of Mn SOD

Storage & Handling

StoragePowder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
Expiration Date12 months from date of receipt.
DisclaimerFor research use only

Alternative Names

Butin, Akt, ( ) Butin, ()Butin, inhibit, Nrf2, Inhibitor, PI3K

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Key Properties

No computed properties available.

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(-)-Butin (orb1297436)

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% DMSO +
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% Tween 80 +
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Available Sizes

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1 mg
$ 110.00
5 mg
$ 200.00
10 mg
$ 270.00
1 ml x 10 mM (in DMSO)
$ 280.00
25 mg
$ 430.00