Introduction：Basic information about CAS 20175-84-2|isodiospyrin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | isodiospyrin |
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| CAS Number | 20175-84-2 | Molecular Weight | 374.343 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 712.0±60.0 °C at 760 mmHg |
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| Molecular Formula | C22H14O6 | Melting Point | / |
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| MSDS | / | Flash Point | 398.3±29.4 °C |
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Names
| Name | Isoldiospyrin |
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| Synonym | More Synonyms |
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isodiospyrin BiologicalActivity
| Description | Isodiospyrin, a natural dimeric naphthoquinone, is a human DNA topoisomerase I (Topoisomerase) inhibitor. Isodiospyrin can prevent both DNA relaxation and kinase activities of human topoisomerase I. Isodiospyrin shows anticancer, antibacterial and antifungal activities[1][2][3]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>TopoisomeraseResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>FungalSignaling Pathways >>Anti-infection >>Bacterial |
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| Target | Topoisomerase I |
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| In Vitro | Isodiospyrin (10-40 μM) 不诱导人拓扑异构酶 I (htopo I)-DNA 共价复合物。然而，Isodiospyrin 拮抗 Camptothecin 诱导的 htopo I 介导的 DNA 裂解。Isodiospyrin 结合 htopo I 但不结合 DNA。在 DNA 不存在的情况下，Isodiospyrin 对 htopo I 对剪接因子 2/替代剪接因子的激酶活性具有强烈的抑制作用[1]。 Isodiospyrin 针对革兰氏阳性菌的 MIC 范围为 0.78 至 50 μg/mL。 Isodiospyrin 针对铜绿假单胞菌 ATCC 15443 和伤寒沙门氏菌的浓度范围为 50 至 100 μg/mL。对 M. chelonae 的 MIC 在 6.25 和 25 μg/mL 之间[2]。 Isodiospyrin（30 μM；120-144 小时）显示出 81.4 % 的 P. obscurans 生长抑制。30 μM Isodiospyrin 对 P. viticola 的抗真菌活性为 57.7 %[3]。 |
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| References | [1]. Chun-Yuan Ting, et al. Isodiospyrin as a novel human DNA topoisomerase I inhibitor. Biochem Pharmacol. 2003 Nov 15;66(10):1981-91. [2]. B A Adeniyi, et al. Antibacterial activity of diospyrin, isodiospyrin and bisisodiospyrin from the root of Diospyros piscatoria (Gurke) (Ebenaceae). Phytother Res. 2000 Mar;14(2):112-7. [3]. Xiaoning Wang, et al. Antifungal metabolites from the roots of Diospyros virginiana by overpressure layer chromatography. Chem Biodivers. 2011 Dec;8(12):2331-40. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 712.0±60.0 °C at 760 mmHg |
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| Molecular Formula | C22H14O6 |
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| Molecular Weight | 374.343 |
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| Flash Point | 398.3±29.4 °C |
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| Exact Mass | 374.079041 |
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| PSA | 108.74000 |
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| LogP | 3.83 |
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| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
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| Index of Refraction | 1.707 |
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| InChIKey | OEEOHKZVBKYMBA-UHFFFAOYSA-N |
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| SMILES | Cc1cc2c(c(O)c1-c1c(C)cc(O)c3c1C(=O)C=CC3=O)C(=O)C=CC2=O |
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Safety Information
Synonyms
| Isodiospirin |
| (1,2'-Binaphthalene)-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)- |
| [1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl-, (-)- |
| 1',4-Dihydroxy-2,3'-dimethyl-1,2'-binaphthalene-5,5',8,8'-tetrone |
| isodiospyrin |
| [1,2'-Binaphthalene]-5,5',8,8'-tetrone, 1',4-dihydroxy-2,3'-dimethyl- |
