104186-07-4
Chemical Structure
(E)-[8]-Shogaol
- CAS No.: 104186-07-4
- Formula:C19H28O3
- Molecular Weight:304.42
InChIKey: LGZSMXJRMTYABD-MDZDMXLPSA-N
SMILES: CCCCCCC/C=C/C(CCC1=CC(OC)=C(C=C1)O)=O
Biological Activity: (E)-[8]-Shogaol is an isomer of [8]-Shogaol (HY-N2435). [8]-Shogaol is an orally active apoptosis inducer and growth inhibitor. [8]-Shogaol induces apoptosis by promoting the expression of the pro-apoptotic protein Bad, antagonizing members of the Bcl-2 family, and activating the caspase cascade. [8]-Shogaol also induces autophagy and endoplasmic reticulum stress by generating reactive oxygen species, depleting glutathione, and disrupting mitochondrial transmembrane potential. In addition, [8]-Shogaol inhibits LPS-mediated production of inflammatory cytokines and sensitizes radioresistant gastric cancer cells to radiotherapy. [8]-Shogaol is widely used in studies related to leukemia, colorectal cancer, gastric cancer, as well as LPS-induced sepsis or inflammation[1][2][3].
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(E)-[8]-Shogaol | (E)--Shogaol is an isomer of -Shogaol (HY-N2435). -Shogaol is an orally active apoptosis inducer and growth inhibitor. -Shogaol induces apoptosis by promoting the expression of the pro-apoptotic protein Bad, antagonizing members of the Bcl-2 family, and activating the caspase cascade. -Shogaol also induces autophagy and endoplasmic reticulum stress by generating reactive oxygen species, depleting glutathione, and disrupting mitochondrial transmembrane potential. In addition, -Shogaol inhibits LPS-mediated production of inflammatory cytokines and sensitizes radioresistant gastric cancer cells to radiotherapy. -Shogaol is widely used in studies related to leukemia, colorectal cancer, gastric cancer, as well as LPS-induced sepsis or inflammation. | |||||||||||||||||||||
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References
- [1]. Shieh PC, et al. Induction of apoptosis by [8]-shogaol via reactive oxygen species generation, glutathione depletion, and caspase activation in human leukemia cells. J Agric Food Chem. 2010;58(6):3847-3854. [Content Brief]
- [2]. Zhang R, et al. 8-Shogaol from White Ginger induces cell apoptosis and autophagy in human colon cancer HCT116 cells and in vivo[J]. Phytomedicine, 2026, 153: 157954.
- [3]. Kim TW, et al. Anti-Inflammatory 8-Shogaol Mediates Apoptosis by Inducing Oxidative Stress and Sensitizes Radioresistance in Gastric Cancer. Int J Mol Sci. 2024;26(1):173. Published 2024 Dec 28.