3-O-(2'E,4'Z-Decadienoyl)ingenolCAS# 84680-59-1 |
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- 3-O-(2'E,4'E-Decadienoyl)ingenol
Catalog No.:BCN3768
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Chemical structure
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| Cas No. | 84680-59-1 | SDF | Download SDF |
| PubChem ID | 44575953 | Appearance | Powder |
| Formula | C30H42O6 | M.Wt | 498.7 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CCCCCC=CC=CC(=O)OC1C(=CC23C1(C(C(=CC(C2=O)C4C(C4(C)C)CC3C)CO)O)O)C | ||
| Standard InChIKey | XMXZQPNIMGCMHC-JFSCPWEMSA-N | ||
| 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. | ||
The roots of Euphorbia kansui T. N. Liou ex S. B. Ho
| Description | 1. 20-O-(2′E,4′Z-decadienoyl)ingenol, one toxic terpenoid from raw Gansui. Kansuiphorin C and 3-O-(2′E,4′Z-decadienoyl)-ingenol exhibit significant anticomplement activity with respective 50% inhibitory concentration values of 44.1±3.8 and 89.5±5.5 uM. 2. 20-O-acetyl-[3-O-(2'E,4'Z)-decadienoyl]-ingenol and 3-O-(2'E,4'Z)-decadienoylingenol show the same antinematodal activity against the nematode, Bursaphelenchus xylophilus, at a minimum effective dose (MED) of 5 microg/cotton ball. |
| Targets | Topoisomerase | Antifection |
3-O-(2'E,4'Z-Decadienoyl)ingenol Dilution Calculator
3-O-(2'E,4'Z-Decadienoyl)ingenol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0052 mL | 10.0261 mL | 20.0521 mL | 40.1043 mL | 50.1303 mL |
| 5 mM | 0.401 mL | 2.0052 mL | 4.0104 mL | 8.0209 mL | 10.0261 mL |
| 10 mM | 0.2005 mL | 1.0026 mL | 2.0052 mL | 4.0104 mL | 5.013 mL |
| 50 mM | 0.0401 mL | 0.2005 mL | 0.401 mL | 0.8021 mL | 1.0026 mL |
| 100 mM | 0.0201 mL | 0.1003 mL | 0.2005 mL | 0.401 mL | 0.5013 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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Analysis of inhibition of topoisomerase IIalpha and cancer cell proliferation by ingenolEZ.[Pubmed:20175785]
Cancer Sci. 2010 Feb;101(2):374-8.
We previously reported that many ingenol compounds derived from Euphorbia kansui exhibit topoisomerase inhibitory activity and/or inhibitory activity of cell proliferation. The inhibitory effects of 20-O-(2'E,4'Z-decadienoyl) ingenol and 3-O-(2'E,4'Z-decadienoyl)-ingenol among these compounds on topoisomerase II activity and on the cell proliferative activity and arrest phase of the cell cycle were studied using a mouse breast cancer (MMT) cell line. Although 20-O-ingenolEZ exerted inhibitory effects on both topoisomerase II activity and cell proliferative activity, 3-O-ingenolEZ exerted inhibitory activity on neither. The 20-O-ingenolEZ-induced cell arrest of MMT-cell proliferation led to a cell cycle arrest in the G2/M phase. Topoisomerase II inhibition can be divided into the poison and catalytic inhibitor types. A checkpoint mechanism is activated when cells are treated with these topoisomerase II inhibitors. Poison-type inhibition occurs via induction of the DNA damage checkpoint and the catalytic-type inhibition occurs via induction of the DNA-decatenation checkpoint, suggestive of distinct checkpoint reactions. 20-O-ingenolEZ inhibited topoisomerase IIalpha activity through inhibition of ATPase, and induced DNA-decatenation checkpoint without signaling for phosphorylation of H2AX.
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