MyricanoneCAS# 32492-74-3 |
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| Cas No. | 32492-74-3 | SDF | Download SDF |
| PubChem ID | 161748 | Appearance | Powder |
| Formula | C21H24O5 | M.Wt | 356.4 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | COC1=C(C(=C2CCCCC(=O)CCC3=CC(=C(C=C3)O)C1=C2)O)OC | ||
| Standard InChIKey | ZTSNTUQTNQSIDC-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3 | ||
| 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 | 1. Myricanone has anticancer activity. 2. Myricanone has apoptosis-promoting ability by triggering caspase activation, and suppression of cell proliferation by down-regulation of NF-κB and STAT3 signalling cascades. 3. Myricanone displays significant antioxidant activity. 4. Myricanone shows in vitro testosterone 5alpha-reductase inhibitory activity and in vivo anti-androgenic activity using growth of flank organ in castrated Syrian hamsters and/or hair regrowth after shaving in testosterone-treated C57Black/6CrSlc mice. |
| Targets | ROS | HSP (e.g. HSP90) | STAT | NF-kB | Bcl-2/Bax | Caspase | Estrogen receptor | Progestogen receptor |
Myricanone Dilution Calculator
Myricanone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8058 mL | 14.0292 mL | 28.0584 mL | 56.1167 mL | 70.1459 mL |
| 5 mM | 0.5612 mL | 2.8058 mL | 5.6117 mL | 11.2233 mL | 14.0292 mL |
| 10 mM | 0.2806 mL | 1.4029 mL | 2.8058 mL | 5.6117 mL | 7.0146 mL |
| 50 mM | 0.0561 mL | 0.2806 mL | 0.5612 mL | 1.1223 mL | 1.4029 mL |
| 100 mM | 0.0281 mL | 0.1403 mL | 0.2806 mL | 0.5612 mL | 0.7015 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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Anticancer potential of myricanone, a major bioactive component of Myrica cerifera: novel signaling cascade for accomplishing apoptosis.[Pubmed:23972241]
J Acupunct Meridian Stud. 2013 Aug;6(4):188-98.
Extract of Myrica cerifera bark has long been fruitfully used as a hepato-protective and anti-cancer drug in various complementary and alternative systems of medicine. Myricanone, its principal bioactive compound, had also been reported to have apoptosis-promoting ability. We evaluated its anti-cancer potential in vitro in HepG2 liver cancer cells and tried to understand the signal cascades involved in accomplishing apoptosis. Further, we ascertained by using a (3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide assay (MTT) assay if it had cytotoxic effects on normal noncancerous liver cells (WRL-68). We deployed various tools and protocols, like phase contrast, scanning electron and fluorescence microscopies, performed an annexinV-FITC/PI assay and cell cycle analysis, and estimated the reactive oxygen species (ROS) generation and mitochondrial membrane depolarization through flow cytometry. Further, analyses of cytochrome-c translocation and of HSP70 and caspase expressions were also done by using immunoblota and Enzyme linked immunosorbent assay (ELISA). Results revealed that Myricanone induced apoptosis in HepG2 cells through generation of ROS, depolarization of the mitochondrial membrane, early release of cytochrome-c, down-regulation of HSP70 and activation of a caspase cascade; it had no, or insignificant, cytotoxic effects in WRL-68 cells in vitro and in mice in vivo. Thus, Myricanone has great potential for use in formulating an effective drug against both hepatotoxicity and hepatocellular cancer.
Anti-androgenic activity of Myricae Cortex--isolation of active constituents from bark of Myrica rubra.[Pubmed:11256481]
Biol Pharm Bull. 2001 Mar;24(3):259-63.
The aqueous ethanol extract of Myricae Cortex (bark of Myrica rubra Sieb. et Zucc., Myricaceae) showed in vitro testosterone 5alpha-reductase inhibitory activity and in vivo anti-androgenic activity using growth of flank organ in castrated Syrian hamsters and/or hair regrowth after shaving in testosterone-treated C57Black/6CrSlc mice. Three constituents, Myricanone, myricanol, and myricetin were identified as the main active principles.
In vitro Anticancer Activity of Myricanone in Human Lung Adenocarcinoma A549 Cells.[Pubmed:25720464]
Chemotherapy. 2014;60(2):81-7.
BACKGROUND: Lung cancer is the leading cause of cancer-related mortality worldwide. Despite the new chemotherapy regimens and cytotoxic combinations investigated in multiple clinical trials in recent years, no significant improvement in the prognosis of patients with lung cancer has been achieved. Recently, scientists have focused on the potential role of extracts of traditional Chinese medicinal herbs as alternative and complementary medications for cancer treatment. Myricanone, a typical large ring of cyclic diarylheptanoids, is abundant in the bark of Myrica. Our studies have found that Myricanone exerts potent anticancer activity. This study aimed to investigate the underlying mechanism of the effect of Myricanone on A549 cells in vitro. METHODS: A549 cells were treated with different concentrations of Myricanone for the following assays. Tritiated thymidine incorporation was used to measure growth inhibition. Flow cytometry was used to detect apoptosis and cell cycle progression, and colony formation was performed to observe the effect of Myricanone on the A549 proliferation rate. RESULTS: Myricanone induced significant dose-dependent growth inhibitory effects on A549 cells with an IC50 of 3.22 microg/ml. A significant decrease in colony formation was observed. This decrease induced cell apoptosis, G1 phase arrest and the emergence of the sub-G0 peak in A549 cells. CONCLUSIONS: These results suggest that Myricanone exhibits anticancer activity and may be applicable in the clinical prevention and treatment of lung cancer in the future.
Diarylheptanoid-myricanone isolated from ethanolic extract of Myrica cerifera shows anticancer effects on HeLa and PC3 cell lines: signalling pathway and drug-DNA interaction.[Pubmed:24299604]
J Integr Med. 2013 Nov;11(6):405-15.
OBJECTIVE: To test if Myricanone (C21H24O5), a cyclic diarylheptanoid, has anticancer effects on two different cancer cell lines HeLa and PC3. The present study was conducted with a note on the drug-DNA interaction and apoptotic signalling pathway. METHODS: Several studies like cytotoxicity, nuclear damage, annexin-V-fluorescein isothiocyanate (FITC)/propidium iodide (PI)-labelled apoptotic assay and cell cycle arrest, immunoblot and reverse transcriptase-polymerase chain reaction (RT-PCR) were used following standard protocols. Circular dichroism (CD) spectroscopy was also done to evaluate whether Myricanone effectively interacted with DNA to bring about conformational changes that could strongly inhibit the cancer cell proliferation. RESULTS: Myricanone showed a greater cytotoxic effect on PC3 cells than on HeLa cells. Myricanone promoted G0/G1 arrest in HeLa cells and S phase arrest in PC3 cells. Nuclear condensation and annexin V-FITC/PI studies revealed that Myricanone promoted apoptotic cell death. CD spectroscopic data indicated that Myricanone had an interaction with calf thymus DNA that changed DNA structural conformation. RT-PCR and immunoblot studies revealed that Myricanone activated the apoptotic signalling cascades through down-regulation of transcription factors like nuclear factor-kappaB (NF-kappaB) (p65), and signal transducers and activators of transcription 3 (STAT3); cell cycle regulators like cyclin D1, and survivin and other signal proteins like Bcl-2 and up-regulation of Bax, caspase-9 and caspase-3. CONCLUSION: Myricanone induced apoptosis in both types of cancer cells by triggering caspase activation, and suppression of cell proliferation by down-regulation of NF-kappaB and STAT3 signalling cascades, which makes it a suitable candidate for possible use in the formulation of therapeutic agent for combating cancer.
