JugloneCAS# 481-39-0 |
Quality Control & MSDS
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| Cas No. | 481-39-0 | SDF | Download SDF |
| PubChem ID | 3806 | Appearance | Orange powder |
| Formula | C10H6O3 | M.Wt | 174.16 |
| Type of Compound | Quinones | Storage | Desiccate at -20°C |
| Synonyms | 5-Hydroxy 1,4-naphthoquinone; Nucin; Regianin | ||
| Solubility | DMSO : 125 mg/mL (717.73 mM; Need ultrasonic) | ||
| Chemical Name | 5-hydroxynaphthalene-1,4-dione | ||
| SMILES | C1=CC2=C(C(=O)C=CC2=O)C(=C1)O | ||
| Standard InChIKey | KQPYUDDGWXQXHS-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H | ||
| 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 | Juglone has anti-inflammatory, and anti-cancer activities, it can significantly inhibit the proliferation and induce the apoptosis of SiHa cells and Caski cells; it prevents high-fat diet-induced liver injury and nerve inflammation in mice through inhibition of inflammatory cytokine secretion, NF-kappa B activation and endotoxin production. Juglone stimulates suicidal erythrocyte death or eryptosis at least in part by upregulation of ceramide abundance, energy depletion and activation of PKC. |
| Targets | Calcium Channel | PKC | TLR | NF-kB | TNF-α | IL Receptor | Bcl-2/Bax |
| In vitro | Enhanced eryptosis following juglone exposure.[Pubmed: 25348830 ]Basic Clin Pharmacol Toxicol. 2015 Jun;116(6):460-7.Juglone, a quinone isolated from Juglans mandshurica Maxim, has previously been shown to be effective against malignancy. The effect is at least partially due to stimulation of suicidal death or apoptosis of tumour cells. On the other hand, Juglone has been shown to counteract apoptosis, for example, of neurons. In analogy to apoptosis of nucleated cells, erythrocytes may enter eryptosis, a suicidal death characterized by cell shrinkage and breakdown of phosphatidylserine asymmetry of the cell membrane with phosphatidylserine exposure at the erythrocyte surface. Stimulators of eryptosis include increase in cytosolic Ca(2+) activity [(Ca(2+) )i ]. Juglone inhibits proliferation and induces apoptosis of human cervical squamous cancer SiHa cells[Pubmed: 25652859]Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2015 Feb;31(2):186-9.To explore the effect of Juglone on proliferation and apoptosis of human cervical squamous cancer SiHa cells. |
| In vivo | Juglone prevents metabolic endotoxemia-induced hepatitis and neuroinflammation via suppressing TLR4/NF-κB signaling pathway in high-fat diet rats.[Pubmed: 25964086]Biochem Biophys Res Commun. 2015 Jul 3;462(3):245-50.Juglone as a natural production mainly extracted from green walnut husks of Juglans mandshurica has been defined as the functional composition among a series of compounds. It showed powerful protective effect in various diseases by inhibiting inflammation and tumor cells growth. However, studies on its anti-inflammatory effect based on high-fat diet-induced hepatitis and neuroinflammation are still not available. |
| Cell Research | Proliferation inhibition and apoptosis induction of Juglone on human cervical cancer Caski cells[Pubmed: 25603606]Wei Sheng Yan Jiu. 2014 Nov;43(6):959-61, 971.To explore the effects of Juglone on proliferation and apoptosis of human cervical cancer Caski cells, and to further study the related mechanism of cell apoptosis. |
Juglone Dilution Calculator
Juglone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.7418 mL | 28.7092 mL | 57.4185 mL | 114.8369 mL | 143.5462 mL |
| 5 mM | 1.1484 mL | 5.7418 mL | 11.4837 mL | 22.9674 mL | 28.7092 mL |
| 10 mM | 0.5742 mL | 2.8709 mL | 5.7418 mL | 11.4837 mL | 14.3546 mL |
| 50 mM | 0.1148 mL | 0.5742 mL | 1.1484 mL | 2.2967 mL | 2.8709 mL |
| 100 mM | 0.0574 mL | 0.2871 mL | 0.5742 mL | 1.1484 mL | 1.4355 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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[Proliferation inhibition and apoptosis induction of Juglone on human cervical cancer Caski cells].[Pubmed:25603606]
Wei Sheng Yan Jiu. 2014 Nov;43(6):959-61, 971.
OBJECTIVE: To explore the effects of Juglone on proliferation and apoptosis of human cervical cancer Caski cells, and to further study the related mechanism of cell apoptosis. METHODS: Cultured Caski cells were incubated with 20, 40, 60, 80 and 100 mumol/L Juglone for 24 h. The proliferation of Caski cells was detected by methyl thiazolyl tetrazolium (MTT) assay. The cell apoptosis were detected by transmission electron microscope. The expression of Bcl-2 and Bax were detected by Western blot. RESULTS: MTT results showed that in different doses of Juglone groups, the Caski cell growth was greatly inhibited (P < 0.05, P < 0.01) and showed dose dependent when compared with control group except 20 mumol/L. The IC50 of Juglone was 42.4 mumol/L. After treatment on Caski cells with 40 mumol/L Juglone, typical apoptosis characteristics was observed by transmission electronmicro scope. The expression of Bcl-2 was decreased while the expression of Bax was increased significantly when compared with control group (P < 0.05). CONCLUSION: Juglone significantly inhibits the proliferation and induces the apoptosis of Caski cells in vitro.
[Juglone inhibits proliferation and induces apoptosis of human cervical squamous cancer SiHa cells].[Pubmed:25652859]
Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2015 Feb;31(2):186-9.
OBJECTIVE: To explore the effect of Juglone on proliferation and apoptosis of human cervical squamous cancer SiHa cells. METHODS: Cultured SiHa cells in the exponential growth phase were grouped into blank control group and 10, 20, 50, 80 and 100 mumol/L Juglone treatment groups. Methyl thiazolyl tetrazolium (MTT) assay was adopted to observe the inhibitory effect of Juglone on the proliferation of SiHa cells, and then 50% inhibitory concentration (IC50) was calculated through formula. Annexin V-FITC/PI double staining and flow cytometry were used to detect the effect of 20 mumol/L Juglone on SiHa cell apoptosis. Western blot was applied to determine the expressions of Bcl-2 and Bax. RESULTS: MTT assay showed that, compared with the control group, treatment groups all showed significant inhibitory effects on SiHa cell growth, and IC50 was 20.4 mumol/L. Flow cytometry demonstrated that early apoptosis rate of SiHa cells in the control group was (2.46 +/- 0.37)%, and after treatment with 20 mumol/L Juglone for 12 hours, the apoptosis rate was raised to (18.47 +/- 2.26)%; Western blot analysis showed that the expression of Bcl-2 decreased while the expression of Bax increased significantly in SiHa cells treated with 20 mumol/L Juglone. CONCLUSION: Juglone could significantly inhibit the proliferation and induce the apoptosis of SiHa cells.
Enhanced eryptosis following juglone exposure.[Pubmed:25348830]
Basic Clin Pharmacol Toxicol. 2015 Jun;116(6):460-7.
Juglone, a quinone isolated from Juglans mandshurica Maxim, has previously been shown to be effective against malignancy. The effect is at least partially due to stimulation of suicidal death or apoptosis of tumour cells. On the other hand, Juglone has been shown to counteract apoptosis, for example, of neurons. In analogy to apoptosis of nucleated cells, erythrocytes may enter eryptosis, a suicidal death characterized by cell shrinkage and breakdown of phosphatidylserine asymmetry of the cell membrane with phosphatidylserine exposure at the erythrocyte surface. Stimulators of eryptosis include increase in cytosolic Ca(2+) activity [(Ca(2+) )i]. This study explored whether Juglone stimulates eryptosis. To this end, erythrocyte volume was estimated from forward scatter, phosphatidylserine exposure at the erythrocyte surface from FITC annexin V binding, ceramide abundance from binding of fluorescent antibodies in flow cytometry and cytosolic ATP with a luciferin-luciferase-based assay. As a result, a 24-hr exposure of human erythrocytes to Juglone (5 muM) significantly decreased erythrocyte forward scatter. Juglone (1-5 muM) significantly increased the percentage of annexin V binding cells. Juglone (5 muM) significantly increased ceramide abundance at the erythrocyte surface and decreased erythrocyte ATP concentration. The effect of Juglone (10 muM) on annexin V binding was slightly but significantly blunted by removal of extracellular Ca(2+) and by addition of protein kinase C (PKC) inhibitor staurosporine (1 muM). In conclusion, Juglone stimulates suicidal erythrocyte death or eryptosis at least in part by upregulation of ceramide abundance, energy depletion and activation of PKC.
Juglone prevents metabolic endotoxemia-induced hepatitis and neuroinflammation via suppressing TLR4/NF-kappaB signaling pathway in high-fat diet rats.[Pubmed:25964086]
Biochem Biophys Res Commun. 2015 Jul 3;462(3):245-50.
Juglone as a natural production mainly extracted from green walnut husks of Juglans mandshurica has been defined as the functional composition among a series of compounds. It showed powerful protective effect in various diseases by inhibiting inflammation and tumor cells growth. However, studies on its anti-inflammatory effect based on high-fat diet-induced hepatitis and neuroinflammation are still not available. In this regard, we first investigated whether Juglone suppresses high-fat diet-stimulated liver injury, hypothalamus inflammation and underlying mechanisms by which they may recover them. SD rats were orally treated with or without high-fat diet, 0.25 mg/kg or 1 mg/kg Juglone for 70 days. Subsequently, blood, hypothalamus and liver tissue were collected for different analysis. Also, the primary astrocytes were isolated and used to analyze the inhibitory effect of Juglone in vitro. Analysis of inflammatory cytokines declared that the inhibition of TNF-alpha, IL-1beta and IL-6 could be carried by Juglone in response to high-fat diet rats. Meanwhile, TLR4 expression and NF-kappa activity also have been confirmed to be the key link in the development of hepatitis and nerve inflammation. The activation was significantly suppressed in treatment group as compared with model. These results indicated that Juglone prevents high-fat diet-induced liver injury and nerve inflammation in mice through inhibition of inflammatory cytokine secretion, NF-kappa B activation and endotoxin production.
