Introduction：Basic information about CAS 84-99-1|Xanthoxyloin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Xanthoxyloin |
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| CAS Number | 84-99-1 | Molecular Weight | 258.269 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 438.6±45.0 °C at 760 mmHg |
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| Molecular Formula | C15H14O4 | Melting Point | 134-135℃ (ethanol ) |
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| MSDS | / | Flash Point | 197.2±28.8 °C |
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Names
| Name | 5-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one |
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| Synonym | More Synonyms |
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Xanthoxyloin BiologicalActivity
| Description | Xanthoxyletin is a coumarin that can be isolated from Genus Zanthoxylum and Clausena. Xanthoxyletin has antioxidant and anti-inflammatory activities. Xanthoxyletin shows cytotoxic effects to cancer cells, and induces apoptosis and necrosis. Xanthoxyletin can be used for the research of cancer and inflammation[1][2]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
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| In Vitro | Xanthoxyletin (1-500 µM；30 分钟) 抑制 DPPH 自由基的 IC50 值为 247.1 μM 和 63.8 μg/mL，对铁还原抗氧化能力 (FRAP) 的值为 45.2 μM[2]。 Xanthoxyletin (10-500µM；24 小时) 对 HepG2，HCT116 和 SK-LU-1 癌细胞具有细胞毒性，IC50 值分别为 78.2，79.8 和 94.4 μM[2]。 Xanthoxyletin (78 和 156 μM；12 和 24 小时) 诱导细胞凋亡，引起低坏死[2]。 Cell Cytotoxicity Assay[2] Cell Line: HepG2, HCT116, SK-LU-1 and Vero cell lines Concentration: 10-500 µM Incubation Time: 24 hours Result: Exhibited cytotoxicity to HepG2, HCT116 and SK-LU-1, but showed inactive effect to Vero cells. Apoptosis Analysis[2] Cell Line: HepG2 cell line[2] Concentration: 78 and 156 μM Incubation Time: 12 and 24 hours Result: Induced apoptosis percentage of 49.6% and 64.2% at the dose of 78 and 156 μM, respectively. Showed a better apoptosis inducing effect that cisplatin. |
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| References | [1]. Sanna MD, et al. Histamine H4 receptor stimulation in the locus coeruleus attenuates neuropathic pain by promoting the coeruleospinal noradrenergic inhibitory pathway. Eur J Pharmacol. 2020 Feb 5;868:172859. [2]. Jantamat P, et al. Cytotoxicity and Apoptosis Induction of Coumarins and Carbazole Alkaloids from Clausena harmandiana. Molecules. 2019 Sep 18;24(18):3385. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 438.6±45.0 °C at 760 mmHg |
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| Melting Point | 134-135℃ (ethanol ) |
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| Molecular Formula | C15H14O4 |
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| Molecular Weight | 258.269 |
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| Flash Point | 197.2±28.8 °C |
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| Exact Mass | 258.089203 |
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| PSA | 48.67000 |
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| LogP | 3.64 |
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| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
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| Index of Refraction | 1.570 |
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| InChIKey | JSJIIHRNDMLJGK-UHFFFAOYSA-N |
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| SMILES | COc1c2c(cc3oc(=O)ccc13)OC(C)(C)C=C2 |
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Safety Information
| Hazard Codes | Xi |
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| HS Code | 2932999099 |
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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
| 5-Methoxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one |
| 7-Hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran-6-acrylic Acid d-Lactone |
| 2H,8H-Benzo[1,2-b:5,4-b']dipyran-2-one, 5-methoxy-8,8-dimethyl- |
| xanthoxylethine |
| Xanthoxyletin |
| 5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one |
| Xanthoxylin N |
| Xanthoxyloin |
| xanthoxylethin |
| 2H,8H-Benzo(1,2-b:5,4-b')dipyran-2-one, 5-methoxy-8,8-dimethyl- |
