Glucobrassicin
Glucobrassicin is an indole-based anticancer agent and plant growth-regulating hormone. Glucobrassicin exerts its biological activity by disrupting the integrity of microtubule networks in both plant and mammalian cells. At high concentrations, Glucobrassicin inhibits seed germination and root growth; it can also specifically induce apoptosis in mammalian cancer cells and interfere with the intercellular transmission of viruses that rely on microtubules. In plants, Glucobrassicin can be catalyzed by myrosinase to release growth-regulating substances, exhibiting a concentration-dependent growth-regulating effect.
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- CAS No.: 4356-52-9
- Formula: C16H20N2O9S2
- Molecular Weight:448.47
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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
- Purity & Documentation
- References
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Biological Activity
Glucobrassicin (50 μM; 30-180 min) induces time-dependent elimination of microtubules in tobacco BY-2 TuA3-GFP cells, with nearly complete loss of microtubule integrity observed after 180 min of treatment[1].
Glucobrassicin (50 μM) drastically reduces the mitotic index and disrupts all stages of mitotic microtubule organization in Nicotiana tabacum BY-2 TuA3-GFP cells[1].
Glucobrassicin (50 μM; 30-90 min) induces rapid and sustained elimination of microtubules in HeLa GFP-α-tubulin/H2B-mCherry cells[1].
Glucobrassicin (25 μM; 24 h) induces pronounced apoptosis in HeLa GFP-α-tubulin/H2B-mCherry cells after 24 h of treatment[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HeLa Kyoto cells stably expressing enhanced GFP-tagged α-tubulin and H2B-mCherry chromatin marker
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Concentration:25 μM
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Incubation Time:24 h
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Result:Induced clear apoptotic morphology, including fragmented nuclei and condensed cellular structures after 24 h treatment. Showed a more advanced apoptotic response than that induced by 1 μM colchicine (positive control).
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Triticum aestivum L. var. erythrosperrnum (K6RN.) MFF. "Chlumecká"; Trifolium pratense L. "red Chlumecká"; Brassica oleracea L. var. sabauda L. "Dětická latě"[2]
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Dosage:10⁻2 M; 10⁻3 M; 10⁻4 M; 10⁻5 M
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Administration:applied to filter paper in contact with seeds; single initial administration
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Result:Strongly inhibited growth of wheat roots (formed short, clustered roots with increased root count) and coleoptiles, as well as clover seedling growth at 10⁻2 M and 10⁻3 M. Reduced inhibitory effect at 10-4 M.
Showed occasional stimulatory effect at 10⁻5 M, especially for clover. Inhibited clover germination to 73% of control levels at 10⁻2 M, 96% at 10⁻3 M, 101% at 10⁻4 M, and 95% at 10⁻5 M.
Inhibited wheat germination at higher concentrations.
Left Savoy cabbage germination unaffected.
Inhibited Savoy cabbage growth to a lesser degree than wheat and clover, with shift from inhibition to stimulation occurring at higher concentrations.
Chemical Information
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CAS No. 4356-52-9
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Molecular Weight 448.47
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Formula C16H20N2O9S2
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SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](S/C(CC2=CNC3=CC=CC=C32)=N\OS(O)(=O)=O)[C@@H]1O
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Structure Classification
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Initial Source
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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.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Glucobrassicin Related Classifications
HY-N7659 Related Classifications
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- Glucobrassicin
- 4356-52-9
- Phytohormone
- Apoptosis
- Microtubule/Tubulin
- 3-indolylacetonitrile (IAN)
- Savoy cabbage (Brassica oleracea var. sabauda)
- tobacco BY-2 TuA3-GFP cells
- myrosinase
- HeLa GFP-α-tubulin/H2B-mCherry cells
- wheat (Triticum aestivum)
- microtubules
- mammalian cancer cells
- clover (Trifolium pratense)
- apoptosis
- Inhibitor
- inhibitor
- inhibit