Introduction:Basic information about CAS 97938-31-3|Leachianone A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Leachianone A |
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| CAS Number | 97938-31-3 | Molecular Weight | 438.513 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 649.7±55.0 °C at 760 mmHg |
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| Molecular Formula | C26H30O6 | Melting Point | / |
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| MSDS | / | Flash Point | 218.3±25.0 °C |
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Names
| Name | (2S)-5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-isopro penyl-5-methyl-4-hexen-1-yl]-2,3-dihydro-4H-chromen-4-one |
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| Synonym | More Synonyms |
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Leachianone A BiologicalActivity
| Description | Leachianone A, isolated from Radix Sophorae, has anti-malarial, anti-inflammatory, and cytotoxic potent[1]. Leachianone A induces apoptosis involved both extrinsic and intrinsic pathways[2]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
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| In Vitro | Leachianone A (0-20 μg/ml; 24-72 hours) exhibits a marked inhibition on the survival of HepG2 cells time- and dose-dependently manner, IC50 values are 6.9 μg/ml, 3.4 μg/ml and 2.8 μg/ml in cells with 24-, 48- and 72-hours treatment, respectively[1]. Leachianone A (10-30 μg/ml; 48 hours) indicates that at low concentration of LA (10 μg/ml), a substantial amount of cells is primarily in the early phase of apoptosis, at higher concentrations, induces a shift of the cell population to late apoptotic/ necrotic stage[1]. Leachianone A (10-30 μg/ml; 48 hours) decreases the precursor of caspase-3 in a dose-dependent manner, reduces the protein level of the pro-forms of upstream initiator caspases, caspases-8 and -9, decreases two downstream substrates, namely inhibitor of caspase-activated DNase(ICAD) and poly-ADP-ribose polymerase (PARP) in HepG2 cells[1]. Cell Viability Assay[1] Cell Line: HepG2 cells Concentration: 0 μg/ml, 2 μg/ml, 4 μg/ml, 6 μg/ml, 8 μg/ml, 10 μg/ml, 12 μg/ml, 14 μg/ml, 16 μg/ml, 18 μg/ml, 20 μg/ml Incubation Time: 24-72 hours Result: Inhibited HepG2 cells survival. Apoptosis Analysis[1] Cell Line: HepG2 cells Concentration: 48 hours Incubation Time: 10, 20, and 30 μg/ml Result: Induced the proportion of annexin V-stained cells in both the early and late apoptotic stage. Western Blot Analysis[1] Cell Line: HepG2 cells Concentration: 48 hours Incubation Time: 10, 20, and 30 μg/ml Result: Decreased the protein expression of caspase-3, caspases-8 and -9, reduced ICAD and PARP protein expression. |
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| In Vivo | Leachianone A (intravenously injection; 20 mg/kg, 30 mg/kg; once daily; 30 days) significantly diminishes the tumor volume by 17-54% in LA-treated nude mice, when compared with those solely given the vehicle[1]. Animal Model: Male nude mice with human hepatoma HepG2 cells[1] Dosage: 20 mg/kg; 30 mg/kg Administration: Intravenously injection; 20 mg/kg, 30 mg/kg; once daily; 30 days Result: Suppressed the tumor growth in vivo. |
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| References | [1]. Jeong GS, et al. Lavandulyl flavanones from Sophora flavescens protect mouse hippocampal cells against glutamate-induced neurotoxicity via the induction of heme oxygenase-1. Biol Pharm Bull. 2008 Oct;31(10):1964-7. [2]. Cheung CS, et al. Leachianone A as a potential anti-cancer drug by induction of apoptosis in human hepatoma HepG2 cells. Cancer Lett. 2007 Aug 18;253(2):224-35. Epub 2007 Mar 26. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 649.7±55.0 °C at 760 mmHg |
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| Molecular Formula | C26H30O6 |
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| Molecular Weight | 438.513 |
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| Flash Point | 218.3±25.0 °C |
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| Exact Mass | 438.204254 |
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| PSA | 96.22000 |
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| LogP | 7.27 |
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| Vapour Pressure | 0.0±2.0 mmHg at 25°C |
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| Index of Refraction | 1.597 |
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| InChIKey | YLTPWCZXKJSORQ-GYCJOSAFSA-N |
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| SMILES | C=C(C)C(CC=C(C)C)Cc1c(O)cc(O)c2c1OC(c1ccc(O)cc1OC)CC2=O |
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Safety Information
Synonyms
| (2S)-5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-2-isopropenyl-5-methyl-4-hexen-1-yl]-2,3-dihydro-4H-chromen-4-one |
| 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-, (2S)- |
| Leachianone A |
| Isokurarinone |