MOA-stilbene
MOA-stilbene is an inhibitor targeting mitochondrial complex III, with fungicidal and insecticidal activities. MOA-stilbene binds to the Qo center of cytochrome b (i.e., the ubiquinol oxidation site, center o), blocking electron transport and inhibiting mitochondrial cellular respiration, thereby reducing the production of reactive oxygen species. MOA-stilbene binds to the Qi center of the chloroplast b6f-complex, inhibiting the reoxidation of reduced bH and bL hemes, the reverse electron transfer from cytochrome c + c1 and ISP to bH and bL, and the electron transfer from bH to bL.
For research use only. We do not sell to patients.
- CAS No.: 103455-29-4
- Formula: C19H18O3
- Molecular Weight:294.34
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
In COS-7 cells and SMP, MOA-stilbene (1 μM; 1 h) produces hydrogen peroxide levels similar to control values under basal conditions; however, in glucose-supplemented COS-7 cells, MOA-stilbene substantially decreases the rate and extent of hydrogen peroxide production, especially in the presence of C6-ceramide[1].
MOA-stilbene is a potent inhibitor of mitochondrial respiration in bovine heart mitochondria, exhibiting an I50 of 0.04 mM[2].
In bovine SMP, MOA-stilbene (5 mM) in combination with antimycin causes less inhibition of succinate-induced b heme reduction than the combination of antimycin and myxothiazol[3].
MOA-stilbene inhibits complex III from yeast, Botrytis, fly, rat, and corn with pI50 values of 7.3, 7.4, 7.8, 7.6, and 6.3, respectively[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 103455-29-4
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Molecular Weight 294.34
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Formula C19H18O3
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SMILES
COC(/C(C1=C(C=CC=C1)/C=C/C2=CC=CC=C2)=C/OC)=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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ROS/oxidative-stress fluorescent staining
ROS/oxidative-stress fluorescent staining uses cell-permeant fluorogenic probes that become fluorescent after oxidation inside cells or tissues; commonly used examples include DCFH-DA/DCFDA for broad cellular oxidant detection, DHE for superoxide-related signal detection, MitoSOX for mitochondrial superoxide-related signal detection, and CellROX probes for oxidative-stress-associated fluorescence readouts. The assay detects probe oxidation rather than a single ROS species unless the probe and analysis method have been chemically validated for that species. DCFH-DA enters cells, is deacetylated by intracellular esterases to DCFH, and produces fluorescent DCF after oxidation, so the readout is used as an operational measure of total cellular oxidative stress rather than a species-specific ROS measurement. DHE and MitoSOX can report superoxide-related oxidation, but red fluorescence alone can include non-specific ethidium-like oxidation products; HPLC or optimized spectral approaches are
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
MOA-stilbene Related Classifications
HY-187583 Related Classifications
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