39941-51-0
Chemical Structure
Degalactotigonin
- CAS No.: 39941-51-0
- Formula:C50H82O22
- Molecular Weight:1035.17
IUPAC Name: (2S,3R,4S,5S,6R)-2-(((2S,3R,4S,5R,6R)-2-(((2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(((2aS,4S,5'R,6aS,6bS,8aS,8bR,9S,10R,11aS,12aS,12bR)-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-5-hydroxy-6-(hydroxymethyl)-4-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChIKey: BJNQXJIQCPPOHN-NUKVSUKUSA-N
SMILES: C[C@@]12[C@]3([H])[C@](O[C@]4(CC[C@H](CO4)C)[C@H]3C)([H])C[C@@]1([H])[C@@]5([H])[C@]([C@@]6([C@@](C[C@H](CC6)O[C@]7([H])O[C@@H]([C@@H]([C@@H]([C@H]7O)O)O[C@@]8([H])[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@@]9([H])[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@]%10([H])O[C@@H]([C@H]([C@@H]([C@H]%10O)O)O)CO)CO)([H])CC5)C)([H])CC2
Biological Activity: Degalactotigonin is a saponin-selective inhibitor targeting the EGFR, GSK3β and Hedgehog/Gli1 pathways and can be isolated from Solanum nigrum (Solanum nigrum). Degalactotigonin inhibits EGFR phosphorylation and the downstream Akt/ERK signaling pathway, and at the same time inhibits the Hedgehog/Gli1 pathway through GSK3β inactivation, thereby inducing cancer cell apoptosis, arresting the cell cycle, and inhibiting migration and invasion. Degalactotigonin can be used in targeted research on malignant tumors such as pancreatic cancer and osteosarcoma[1][2].
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Degalactotigonin | Degalactotigonin is a saponin-selective inhibitor targeting the EGFR, GSK3β and Hedgehog/Gli1 pathways and can be isolated from Solanum nigrum (Solanum nigrum). Degalactotigonin inhibits EGFR phosphorylation and the downstream Akt/ERK signaling pathway, and at the same time inhibits the Hedgehog/Gli1 pathway through GSK3β inactivation, thereby inducing cancer cell apoptosis, arresting the cell cycle, and inhibiting migration and invasion. Degalactotigonin can be used in targeted research on malignant tumors such as pancreatic cancer and osteosarcoma. | |||||||||||||||||||||
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- [1]. Tuan Anh HL, et al. Degalactotigonin, a Steroidal Glycoside from Solanum nigrum, Induces Apoptosis and Cell Cycle Arrest via Inhibiting the EGFR Signaling Pathways in Pancreatic Cancer Cells. Biomed Res Int. 2018 Dec 16;2018:3120972. [Content Brief]
- [2]. Zhao Z, et al. Degalactotigonin, a Natural Compound from Solanum nigrum L., Inhibits Growth and Metastasis of Osteosarcoma through GSK3β Inactivation-Mediated Repression of the Hedgehog/Gli1 Pathway. Clin Cancer Res. 2018 Jan 1;24(1):130-144. [Content Brief]
Keywords