Introduction：Basic information about CAS 517-88-4|Shikonin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Shikonin |
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| CAS Number | 517-88-4 | Molecular Weight | 288.295 |
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| Density | 1.4±0.1 g/cm3 | Boiling Point | 567.4±50.0 °C at 760 mmHg |
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| Molecular Formula | C16H16O5 | Melting Point | 149° |
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| MSDS | USA | Flash Point | 311.0±26.6 °C |
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Names
| Name | 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione |
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| Synonym | More Synonyms |
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Shikonin BiologicalActivity
| Description | Alkannin, found in Alkanna tinctoria, is used as a food coloring. Alkannin shows anticancer activity, arrests cell cycle, and induces apoptosis. Alkannin improves hepatic inflammation in a Rho-kinase pathway[1][2][3]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
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| In Vitro | Alkannin inhibits HCT-116 and SW-480 cells growth with IC50s of 2.38 and 4.53 µM, respectively[1]. |
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| References | [1]. Hosokawa Y, et al. Alkannin inhibits CCL3 and CCL5 production in human periodontal ligament cells. Cell Biol Int. 2016 Dec;40(12):1380-1385. [2]. Huu Tung N, et al. Naphthoquinone components from Alkanna tinctoria (L.) Tausch show significant antiproliferative effects on human colorectal cancer cells. Phytother Res. 2013 Jan;27(1):66-70. [3]. Xue W, et al. Alkannin Inhibited Hepatic Inflammation in Diabetic Db/Db Mice. Cell Physiol Biochem. 2018;45(6):2461-2470. |
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Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
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| Boiling Point | 567.4±50.0 °C at 760 mmHg |
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| Melting Point | 149° |
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| Molecular Formula | C16H16O5 |
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| Molecular Weight | 288.295 |
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| Flash Point | 311.0±26.6 °C |
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| Exact Mass | 288.099762 |
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| PSA | 94.83000 |
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| LogP | 4.35 |
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| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
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| Index of Refraction | 1.642 |
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| InChIKey | NEZONWMXZKDMKF-JTQLQIEISA-N |
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| SMILES | CC(C)=CCC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O |
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Safety Information
| RIDADR | NONH for all modes of transport |
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Articles1
More Articles
| Integrative analysis of 111 reference human epigenomes. Nature 518(7539) , 317-30, (2015) The reference human genome sequence set the stage for studies of genetic variation and its association with human disease, but epigenomic studies lack a similar reference. To address this need, the NI... | |
Synonyms
| Alkannin (VAN) |
| 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]naphthalene-1,4-dione |
| 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methylpent-3-en-1-yl]-1,4-naphthoquinone |
| Anchusa acid (VAN) |
| Anchusin (VAN) |
| C.I. Natural Red 20 |
| (S)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthalenedione |
| 1,4-Naphthalenedione, 5,8-dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]- |
| Alkanna red (VAN) |
| Alkannin |
| Anchusa acid |
| Anchusin |
| (-)-5,8-Dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone |
| Alkanna Red |
| 5,8-Dihydroxy-2-[(1S)-1-hydroxy-4-methyl-3-penten-1-yl]-1,4-naphthoquinone |
| C.I. Natural Red 20 (VAN) |
| EINECS 208-245-7 |
| (1-Hydroxy-3-isohexenyl)naphthazarine |
