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83182-58-5

83182-58-5 Structure

83182-58-5 Structure
IdentificationBack Directory
[Name]

8α-Tigloyloxyhirsutinolide 13-O-acetate
[CAS]

83182-58-5
[Synonyms]

8α-Tigloyloxyhirsutinolide13-O-acetate
8α-Tigloyloxyhirsutinolide 13-O-acetate
8alpha-Tigloyloxyhirsutinolide 13-O-acetate
2-Butenoic acid, 2-methyl-, (4S,6R,7S,10R,11E)-3-[(acetyloxy)methyl]-2,4,5,6,7,8,9,10-octahydro-7-hydroxy-6,10-dimethyl-2-oxo-7,10-epoxycyclodeca[b]furan-4-yl ester, (2E)-
[Molecular Formula]

C22H28O8
[MOL File]

83182-58-5.mol
[Molecular Weight]

420.45
Chemical PropertiesBack Directory
[Boiling point ]

589.6±50.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3(Predicted)
[pka]

12.51±0.70(Predicted)
Hazard InformationBack Directory
[Uses]

8α-Tigloyloxyhirsutinolide 13-O-acetate (8αTGH) is a potent and orally active STAT3 inhibitor. 8α-Tigloyloxyhirsutinolide 13-O-acetate induces early oxidative stress and pyroptosis, and late DNA damage, cell cycle arrest, apoptosis in the TNBC cells. 8α-Tigloyloxyhirsutinolide 13-O-acetate suppresses tumor cell growth in vitro and tumor growth in vivo[1][2].
[in vivo]

8α-Tigloyloxyhirsutinolide 13-O-acetate (5?mg/kg, Oral gavage, 5 times per week for 75 days) suppresses tumor growth in mice[1].

Animal Model:Five-week-old female athymic nude mice (injected subcutaneously in the right flank area with MDA-MB-468 cells in 100?μL PBS)
Dosage:5?mg/kg
Administration:Oral gavage, every day, 5 times per week for 75 days
Result:Inhibited MDA-MB-468 xenografts growth in mice, with reduced pY705-STAT3, G6PD, TrxR1, and GSH levels.
[IC 50]

STAT3; Bcl-2; Bcl-xL; Mcl-1
[References]

[1] Zhu Y, et al. Natural product preferentially targets redox and metabolic adaptations and aberrantly active STAT3 to inhibit breast tumor growth in vivo. Cell Death Dis. 2022 Dec 6;13(12):1022. DOI:10.1038/s41419-022-05477-2
[2] A Bardón, et al. Glaucolides and related sesquiterpene lactones fromVernonia nudiflora and Chrysolaena propinqua. Phytochemistry, 1992, 31(2):609-613.
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