Introduction：Basic information about CAS 6453-67-4|Methyl pyropheophorbide-a, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Methyl pyropheophorbide-a |
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| CAS Number | 6453-67-4 | Molecular Weight | 548.675 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 924.1±65.0 °C at 760 mmHg |
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| Molecular Formula | C34H36N4O3 | Melting Point | / |
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| MSDS | / | Flash Point | 512.7±34.3 °C |
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Names
| Name | Pyropheophorbide-a methyl ester |
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| Synonym | More Synonyms |
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Methyl pyropheophorbide-a BiologicalActivity
| Description | Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, and is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth[1][2]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
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| In Vitro | Pyropheophorbide-a methyl ester (2 μM; 12 h) inhibits the cell cycle progression from the G0/G1-phases and induces apoptosis at the light dosage of 55.6 kJ/m2 in PC-3M cells[2]. Pyropheophorbide-a methyl ester (0.2-15 μM; 20 h) has no significant dark cytotoxicity in NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (0.1-15 μM; 20 h) mediates a dose-dependent photocytotoxicity in the NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (2-4 μM; 0-24 h) induces apoptosis of NCI-h446 cells in a time-dependent manner[1]. Pyropheophorbide-a methyl ester (0.5-4 μM; 0-20 h) shows a photocytotoxicity in PC-3M cells[2]. Apoptosis Analysis[1] Cell Line: PC-3M cells Concentration: 2 μM Incubation Time: 12 h Result: Apoptosis rate was about 0.27%, 6.15%, 20.49%, 50.76%, 65.39%, 64.92%, and 64.37% at 1, 3, 6, 12, 18, and 24 h posttreatment, respectively under the conditions of LC75 (2 μM+55.6 kJ/m2). |
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| In Vivo | Pyropheophorbide-a methyl ester (15 mg/kg; tail vein and topical injection) inhibits the growth of PC-3M tumors in mice[2]. Animal Model: Male BALB/c nude mice (6-8 weeks, 16-20 g) bearing PC-3M tumor[2] Dosage: 15 mg/kg Administration: Tail vein injection and topical injection Result: The tumor volume and the weight inhibition rate were 46.78%, 41.84% in tail vein injection group and 78.66%, 72.07% in topical injection group, respectively. |
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| References | [1]. Sun X, et, al. Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Photochem Photobiol. 2002 Jun;75(6):644-51. [2]. Tian Y, et, al. Cell death induced by MPPa-PDT in prostate carcinoma in vitro and in vivo. Biochem Biophys Res Commun. 2006 Sep 22;348(2):413-20. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 924.1±65.0 °C at 760 mmHg |
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| Molecular Formula | C34H36N4O3 |
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| Molecular Weight | 548.675 |
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| Flash Point | 512.7±34.3 °C |
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| Exact Mass | 548.278748 |
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| PSA | 99.67000 |
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| LogP | 6.95 |
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| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
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| Index of Refraction | 1.642 |
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| InChIKey | KWOKGUTUPNUAGP-UHFFFAOYSA-N |
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| SMILES | C=CC1=C(C)C2=NC1=CC1=NC(=CC3=C(C)C4=C(O)CC(=C5NC(=C2)C(C)C5CCC(=O)OC)C4=N3)C(CC)=C1C |
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| Storage condition | -20°C |
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Synonyms
| 3-Phorbinepropanoic acid, 9-ethenyl-14-ethyl-24,25-dihydro-4,8,13,18-tetramethyl-20-oxo-, methyl ester |
| Methyl pyrophaeophorbide a |
| 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoi |
| Methyl 3-(14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-24,25-dihydro-3-phorbinyl)propanoate |
| MPP A |
| PYROPHEOPHORBIDE A METHYL ESTER |
| MFCD00057989 |
| Methyl pyropheophorbide a |
| Methyl-13-decarboxy-methyl phaeophorbide-a |
| 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoicacid meth |
| Pyropheophorbide-alpha methyl ester |
| Methyl carbamic pyrophyllate a |
