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1011244-19-1

1011244-19-1 Structure

1011244-19-1 Structure
IdentificationBack Directory
[Name]

2H-Furo[3,2-g][2]benzopyran-2,9(3H)-dione, 3a,4,8,9a-tetrahydro-3-(1-hydroxyhexyl)-9a-methyl-6-(1E)-1-propen-1-yl-, (3S,3aR,9aR)-
[CAS]

1011244-19-1
[Synonyms]

Monascuspiloin
2H-Furo[3,2-g][2]benzopyran-2,9(3H)-dione, 3a,4,8,9a-tetrahydro-3-(1-hydroxyhexyl)-9a-methyl-6-(1E)-1-propen-1-yl-, (3S,3aR,9aR)-
[Molecular Formula]

C21H28O5
[MOL File]

1011244-19-1.mol
[Molecular Weight]

360.44
Chemical PropertiesBack Directory
[Boiling point ]

577.9±50.0 °C(Predicted)
[density ]

1.19±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: Soluble
Methanol: Soluble
[form ]

A solid
[pka]

14.43±0.20(Predicted)
Hazard InformationBack Directory
[Uses]

Monascuspiloin (Monascinol) exhibits anti-androgenic activity with an IC50 of 7 μM. Monascuspiloin inhibits viability of PC-3 and LNCaP with IC50 of 45 and 47 μM. Monascuspiloin induces apoptosis in LNCaP through inhibition of Akt/mTOR signaling pathway, induces autophagy through activation AMPK signaling pathway and arrest cell cycle at G2/M phase in PC-3. Monascuspiloin exhibits antitumor efficacy in mice[1][2].
[Biological Activity]

Monascuspiloin is a fungal metabolite that has been found in M. pilosus M93-fermented rice.1 It induces endoplasmic reticulum stress and autophagy in PC3 prostate cancer cells. Monascuspiloin (15-45 μM) decreases viability of PC3 cells and has an additive effect on the reduction in viability of PC3 cells induced by irradiation when used at a concentration of 25 μM. It induces intratumor apoptosis and autophagy and reduces tumor growth in a PC3 mouse xenograft model when administered at doses of 40 and 120 mg/kg.2
[References]

1.Chiu, H.-W., Fang, W.-H., Chen, Y.-L., et al.Monascuspiloin enhances the radiation sensitivity of human prostate cancer cells by stimulating endoplasmic reticulum stress and inducing autophagyPLoS One7(7)e40462(2012) 2.Chen, R.-J., Hung, C.-M., Chen, Y.-L., et al.Monascuspiloin induces apoptosis and autophagic cell death in human prostate cancer cells via the Akt and AMPK signaling pathwaysJ. Agric. Food Chem.60(29)7185-7193(2012)
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