Introduction：Basic information about CAS 20958-18-3|Dihydroisotanshinone I, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Dihydroisotanshinone I |
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| CAS Number | 20958-18-3 | Molecular Weight | 278.302 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 479.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C18H14O3 | Melting Point | / |
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| MSDS | / | Flash Point | 214.9±28.8 °C |
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Names
| Name | 4,8-dimethyl-8,9-dihydronaphtho[2,1-f][1]benzofuran-7,11-dione |
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| Synonym | More Synonyms |
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Dihydroisotanshinone I BiologicalActivity
| Description | Dihydroisotanshinone I is a bioactive compound present in a widely used traditional Chinese medicine named danshen. |
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| Related Catalog | Research Areas >>CancerNatural Products >>Quinones |
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| Target | STAT3 |
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| In Vitro | Dihydroisotanshinone I can inhibit the migration of both androgen-dependent and androgen-independent prostate cancer cells. Dihydroisotanshinone diminishes the ability of prostate cancer cells to recruit macrophages and reduces the secretion of chemokine (C-C motif) ligand 2 (CCL2) from both macrophages and prostate cancer cells in a dose-dependent manner. It inhibits the protein expression of p-STAT3 and decreases the translocation of STAT3 into nuclear chromatin. It also suppresses the expression of tumor epithelial-mesenchymal transition genes, including RhoA and SNAI1[1]. Pretreating the cells with dihydroisotanshinone I at concentrations ranging from 2.5 μM to 20 μM for 24 hours cause dose-dependent protection against hepatotoxicity induced by menadione. Adding dihydroisotanshinone I to freshly isolated hepatocytes at concentrations between 50 nM to 200 nM inhibit NADH-induced superoxide production dose-dependently[2]. |
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| Cell Assay | Dihydroisotanshinone I is dissolved in ethyl acetate and mixed with the culture medium. The final concentration of ethyl acetate is 0.1% (v/v). Cell are treated with 2.5, 5, 10, and 20 μM dihydroisotanshinone I for 24 hours. The cell viability is measured using the MTT assay[2]. |
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| References | [1]. Wu CY, et al. Anti-cancer effect of danshen and dihydroisotanshinone I on prostate cancer: targeting the crosstalk between macrophages and cancer cells via inhibition of the STAT3/CCL2 signaling pathway. Oncotarget. 2017 Feb 1. [2]. Ip SP, et al. Dihydroisotanshinone I protects against menadione-induced toxicity in a primary culture of rat hepatocytes. Planta Med. 2002 Dec;68(12):1077-81. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 479.2±45.0 °C at 760 mmHg |
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| Molecular Formula | C18H14O3 |
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| Molecular Weight | 278.302 |
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| Flash Point | 214.9±28.8 °C |
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| Exact Mass | 278.094299 |
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| PSA | 43.37000 |
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| LogP | 3.90 |
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| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
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| Index of Refraction | 1.671 |
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| InChIKey | KXNYCALHDXGJSF-UHFFFAOYSA-N |
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| SMILES | Cc1cccc2c3c(ccc12)C(=O)C1=C(OCC1C)C3=O |
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Safety Information
Customs
| HS Code | 2932999099 |
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| Summary | 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 1,6-Dimethyl-1,2-dihydrophenanthro[1,2-b]furan-10,11-dione |
| Dihydrotanshinone |
| Dihydroisotanshinone I |
| Phenanthro[1,2-b]furan-10,11-dione, 1,2-dihydro-1,6-dimethyl- |
| Phenanthro[3,2-b]furan-7,11-dione,8,9-dihydro-4,8-dimethyl |
| 15,16-dihydroisotanshinone I |
