DaphnoretinCAS# 2034-69-7 |
Quality Control & MSDS
3D structure
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| Cas No. | 2034-69-7 | SDF | Download SDF |
| PubChem ID | 5281406 | Appearance | Off-white powder |
| Formula | C19H12O7 | M.Wt | 352.3 |
| Type of Compound | Coumarins | Storage | Desiccate at -20°C |
| Synonyms | Thymelol | ||
| Solubility | Soluble in methan | ||
| Chemical Name | 7-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxychromen-2-one | ||
| SMILES | COC1=C(C=C2C(=C1)C=C(C(=O)O2)OC3=CC4=C(C=C3)C=CC(=O)O4)O | ||
| Standard InChIKey | JRHMMVBOTXEHGJ-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C19H12O7/c1-23-16-6-11-7-17(19(22)26-15(11)9-13(16)20)24-12-4-2-10-3-5-18(21)25-14(10)8-12/h2-9,20H,1H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Daphnoretin has strong antiviral activity, mainly on the later phase of the replication cycle. Daphnoretin has anticancer effects on leukemia, osteosarcoma and uterine cervix cancer cells, might through promoting apoptosis in a mitochondria-mediated way; it causes death of HOS cells by blocking cells successively in G2/M phases and activating the caspase-3 pathway. |
| Targets | HSV | Bcl-2/Bax | Caspase | CDC2 |
| In vitro | Effect of daphnoretin on the proliferation and apoptosis of A549 lung cancer cells in vitro.[Pubmed: 25120673]Oncol Lett. 2014 Sep;8(3):1139-1142.Daphnoretin is an active constituent of Wikstroemia indica C.A. Mey., which is widely distributed in the northwest and southwest regions of China. Previous studies have shown that Daphnoretin has anticancer effects on leukemia, osteosarcoma and uterine cervix cancer cells. However, the effect of Daphnoretin on human lung cancer cells has yet to be elucidated. Daphnoretin induces cell cycle arrest and apoptosis in human osteosarcoma (HOS) cells.[Pubmed: 22231496]Molecules. 2012 Jan 9;17(1):598-612.In this study antiproliferation, cell cycle arrest and apoptosis induced by Daphnoretin in human osteosarcoma (HOS) cells were investigated. Antiviral activity of daphnoretin isolated from Wikstroemia indica.[Pubmed: 19610034]Phytother Res. 2010 May;24(5):657-61.
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| Kinase Assay | Daphnoretin-induced apoptosis in HeLa cells: a possible mitochondria-dependent pathway.[Pubmed: 24091880]Cytotechnology. 2014 Jan;66(1):51-61.Daphnoretin is a bicoumarin compound isolated from a natural product, Wikstroemia indica, which has been used to treat many diseases. It has strong antiviral and anti-tumor activities. Taking the anti-tumor activity of Daphnoretin as a starting point, the present study aimed to test the pro-apoptotic effect of Daphnoretin and its underlying mechanism in HeLa cells. |
Daphnoretin Dilution Calculator
Daphnoretin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8385 mL | 14.1924 mL | 28.3849 mL | 56.7698 mL | 70.9622 mL |
| 5 mM | 0.5677 mL | 2.8385 mL | 5.677 mL | 11.354 mL | 14.1924 mL |
| 10 mM | 0.2838 mL | 1.4192 mL | 2.8385 mL | 5.677 mL | 7.0962 mL |
| 50 mM | 0.0568 mL | 0.2838 mL | 0.5677 mL | 1.1354 mL | 1.4192 mL |
| 100 mM | 0.0284 mL | 0.1419 mL | 0.2838 mL | 0.5677 mL | 0.7096 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Antiviral activity of daphnoretin isolated from Wikstroemia indica.[Pubmed:19610034]
Phytother Res. 2010 May;24(5):657-61.
The ethanol extract of Wikstroemia indica was fractionated with organic solvents of different polarities, and various fractions were screened for their antiviral activity against respiratory syncytial virus (RSV) using a cytopathic effect (CPE) reduction assay. The ethyl acetate fraction was most active against RSV with 50% inhibition concentration (IC(50)) value < 3.9 microg/mL and a selectivity index (SI) > 64.1. Further isolation and purification of the fraction led to a purified compound, Daphnoretin. Daphnoretin was tested for its anti-RSV activity using a plaque reduction assay and found active against RSV, with an IC(50 )value of 5.87 microg/mL and SI value of 28.17. The mode of antiviral action study revealed that Daphnoretin could slightly inhibit the early events of the viral infection but its effect was mainly on the later phase of the replication cycle.
Daphnoretin-induced apoptosis in HeLa cells: a possible mitochondria-dependent pathway.[Pubmed:24091880]
Cytotechnology. 2014 Jan;66(1):51-61.
Daphnoretin is a bicoumarin compound isolated from a natural product, Wikstroemia indica, which has been used to treat many diseases. It has strong antiviral and anti-tumor activities. Taking the anti-tumor activity of Daphnoretin as a starting point, the present study aimed to test the pro-apoptotic effect of Daphnoretin and its underlying mechanism in HeLa cells. The inhibitory effects of Daphnoretin on viability and proliferation of HeLa cells were determined by the MTT assay. Daphnoretin-induced apoptotic morphological changes were analyzed by mitochondrial membrane potential and Hoechst staining. The number and stage of apoptotic HeLa cells were determined by flow cytometry. Gene expression was determined by reverse-transcription polymerase chain reaction. Protein expression was determined by western blot. The caspase activity of HeLa cells was detected by a caspase-3 and caspase-9 colorimetric assay kit. We found that Daphnoretin significantly inhibited HeLa cells' viability by the MTT assay and flow cytometry. The nuclei of the apoptotic cells exhibited strong, blue fluorescence in Hoechst staining. Bax mRNA and protein levels were increased while bcl-2 mRNA levels were decreased after Daphnoretin treatment. Daphnoretin also activated both caspase-3 and caspase-9. These findings suggest that Daphnoretin promotes apoptosis of HeLa cells in a mitochondria-mediated way. Daphnoretin therefore has potential to be a promising drug to treat uterine cervix cancer.
Effect of daphnoretin on the proliferation and apoptosis of A549 lung cancer cells in vitro.[Pubmed:25120673]
Oncol Lett. 2014 Sep;8(3):1139-1142.
Daphnoretin is an active constituent of Wikstroemia indica C.A. Mey., which is widely distributed in the northwest and southwest regions of China. Previous studies have shown that Daphnoretin has anticancer effects on leukemia, osteosarcoma and uterine cervix cancer cells. However, the effect of Daphnoretin on human lung cancer cells has yet to be elucidated. In the present study, Daphnoretin was observed to inhibit A549 lung cancer cell proliferation in a concentration- and time-dependent manner. Fluorescent microscopy and flow cytometric analysis showed that Daphnoretin induced A549 cell apoptosis in a concentration-dependent manner. Western blot analysis also revealed that Daphnoretin induced apoptosis through the regulation of the B-cell lymphoma-2 gene family in A549 cells. These findings indicate that Daphnoretin may have potential as a therapeutic agent for the management of lung cancer.
Daphnoretin induces cell cycle arrest and apoptosis in human osteosarcoma (HOS) cells.[Pubmed:22231496]
Molecules. 2012 Jan 9;17(1):598-612.
In this study antiproliferation, cell cycle arrest and apoptosis induced by Daphnoretin in human osteosarcoma (HOS) cells were investigated. Antiproliferative activity was measured with the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. The IC(50) value of Daphnoretin was 3.89 muM after 72 h treatment. Induction of apoptosis was evidenced by apoptotic body appearance and Annexin V-FITC/PI apoptosis detection kit. Flow cytometric analysis indicated Daphnoretin arrested the cell cycle in the G2/M phase. Western-blot assay showed that the G2/M phase arrest was accompanied by down-regulation of cdc2, cyclin A and cyclin B1. Moreover, Daphnoretin inhibited Bcl-2 expression and induced Bax expression to desintegrate the outer mitochondrial membrane and causing cytochrome c release. Mitochondrial cytochrome c release was associated with the activation of caspase-9 and caspase-3 cascade. Our results demonstrated that Daphnoretin caused death of HOS cells by blocking cells successively in G2/M phases and activating the caspase-3 pathway.
