4356-52-9
Chemical Structure
Glucobrassicin
- CAS No.: 4356-52-9
- Formula:C16H20N2O9S2
- Molecular Weight:448.47
IUPAC Name: ((((Z)-2-(1H-indol-3-yl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)thio)ethylidene)amino)oxy)sulfonic acid
InChIKey: DNDNWOWHUWNBCK-PIAXYHQTSA-N
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
Biological Activity: 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[1][2].
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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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- [1]. Guan P, et al. Anti-microtubule activity of the traditional Chinese medicine herb Northern Ban Lan (Isatis tinctoria) leads to glucobrassicin. J Integr Plant Biol. 2021 Dec;63(12):2058-2074. [Content Brief]
- [2]. Kutáček M. Glucobrassicin a potential inhibitor of unusual type affecting the germination and growth of plants; mechanism of its action[J]. Biologia plantarum, 1964, 6(2): 88-98.
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