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52589-11-4

52589-11-4 structure
52589-11-4 structure
  • Name: Phellamurin
  • Chemical Name: phellamurin
  • CAS Number: 52589-11-4
  • Molecular Formula: C26H30O11
  • Molecular Weight: 518.510
  • Catalog: Natural product Flavonoids
  • Create Date: 2017-06-03 10:08:16
  • Modify Date: 2025-08-25 11:40:53
  • Phellamurin is a plant flavonone glycoside from the leaves of Phellodendron amurense and inhibits intestinal P-glycoprotein. Phellamurin also inhibits egg laying by Papilio protenor. Phellamurin induces cells apoptosis and has anti-tumor activity[1][2][3].
Name phellamurin
Synonyms (2R,3R)-3,5-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside
Phellamurin
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-, (2R-trans)-
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-2,3-dihydro-3,5-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-, (2R,3R)-
Description Phellamurin is a plant flavonone glycoside from the leaves of Phellodendron amurense and inhibits intestinal P-glycoprotein. Phellamurin also inhibits egg laying by Papilio protenor. Phellamurin induces cells apoptosis and has anti-tumor activity[1][2][3].
Related Catalog
In Vitro Phellamurin (0-10 μg/mL; 48 hours; U2OS and Saos-2 cells) treatment leads to a repression of cell viability in U2OS and Saos-2 cells in a dose-dependent manner[1]. Phellamurin (0-10 μg/mL; 48 hours; U2OS and Saos-2 cells) treatment concentration-dependently promots the apoptosis of U2OS and Saos-2 cells[1]. Phellamurin (0-10 μg/mL; 48 hours; U2OS and Saos-2 cells) treatment declines the ratios of p-PI3K/PI3K, p-AKT/AKT, and p-mTOR/mTOR in U2OS and Saos-2 cells[1]. Cell Viability Assay[1] Cell Line: U2OS and Saos-2 cells Concentration: 0 μg/mL, 2.5 μg/mL, 5 μg/mL, and 10 μg/mL Incubation Time: 48 hours Result: Suppressed the viability of U2OS and Saos-2 cells in a concentration-dependent manner. Apoptosis Analysis[1] Cell Line: U2OS and Saos-2 cells Concentration: 0 μg/mL, 2.5 μg/mL, 5 μg/mL, and 10 μg/mL Incubation Time: 48 hours Result: Induced apoptosis of U2OS and Saos-2 cells in a concentration-dependent manner. Western Blot Analysis[1] Cell Line: U2OS and Saos-2 cells Concentration: 0 μg/mL and 10 μg/mL Incubation Time: 48 hours Result: Repressed the PI3K/AKT/mTOR pathway in U2OS and Saos-2 cells.
In Vivo Phellamurin (50 mg/kg/day; intraperitoneal injection; daily; for 21 days; female BALB/c nude mice) treatment represses osteosarcoma tumor growth in vivo. The ratios of p-PI3K/PI3K, p-AKT/AKT, and p-mTOR/mTOR are decreased in xenograft in Phellamurin-treated mice[1]. Animal Model: Athymic female BALB/c nude mice (6 weeks old ) injected with U2OS cells[1] Dosage: 50 mg/kg/day Administration: Intraperitoneal injection; daily; for 21 days Result: Repressed osteosarcoma tumor growth in vivo.
References

[1]. Hongzhi Zhang, et al. Anti-tumor Efficacy of Phellamurin in Osteosarcoma Cells: Involvement of the PI3K/AKT/mTOR Pathway. Eur J Pharmacol. 2019 Sep 5;858:172477.

[2]. Hung-Yi Chen, et al. Marked Decrease of Cyclosporin Absorption Caused by Phellamurin in Rats. Planta Med. 2002 Feb;68(2):138-41.

[3]. Keiichi Honda, et al. Synergistic or Antagonistic Modulation of Oviposition Response of Two Swallowtail Butterflies, Papilio Maackii and P. Protenor, to Phellodendron Amurense by Its Constitutive Prenylated Flavonoid, Phellamurin. J Chem Ecol. 2011 Jun;37(6):575-81.
Density 1.5±0.1 g/cm3
Boiling Point 861.5±65.0 °C at 760 mmHg
Molecular Formula C26H30O11
Molecular Weight 518.510
Flash Point 290.7±27.8 °C
Exact Mass 518.178833
PSA 186.37000
LogP 2.14
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.672
Hazard Codes Xi
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