Introduction：Basic information about CAS 52589-11-4|Phellamurin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Phellamurin |
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| CAS Number | 52589-11-4 | Molecular Weight | 518.510 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 861.5±65.0 °C at 760 mmHg |
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| Molecular Formula | C26H30O11 | Melting Point | / |
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| MSDS | / | Flash Point | 290.7±27.8 °C |
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Names
| Name | phellamurin |
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| Synonym | More Synonyms |
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Phellamurin BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Membrane Transporter/Ion Channel >>P-glycoproteinResearch Areas >>Metabolic Disease |
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| 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. |
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| 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. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 861.5±65.0 °C at 760 mmHg |
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| Molecular Formula | C26H30O11 |
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| Molecular Weight | 518.510 |
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| Flash Point | 290.7±27.8 °C |
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| Exact Mass | 518.178833 |
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| PSA | 186.37000 |
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| LogP | 2.14 |
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| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
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| Index of Refraction | 1.672 |
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| InChIKey | GRDZTDZJQRPNCN-YIANMRPHSA-N |
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| SMILES | CC(C)=CCc1c(OC2OC(CO)C(O)C(O)C2O)cc(O)c2c1OC(c1ccc(O)cc1)C(O)C2=O |
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Safety Information
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)- |
