TotaradiolCAS# 3772-56-3 |
Quality Control & MSDS
3D structure
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Number of papers citing our products
| Cas No. | 3772-56-3 | SDF | Download SDF |
| PubChem ID | 9995105 | Appearance | Powder |
| Formula | C20H30O2 | M.Wt | 302.5 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2S,4aS,10aR)-1,1,4a-trimethyl-8-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-2,7-diol | ||
| SMILES | CC(C)C1=C(C=CC2=C1CCC3C2(CCC(C3(C)C)O)C)O | ||
| Standard InChIKey | NORGIWDZGWMMGU-ABSDTBQOSA-N | ||
| Standard InChI | InChI=1S/C20H30O2/c1-12(2)18-13-6-9-16-19(3,4)17(22)10-11-20(16,5)14(13)7-8-15(18)21/h7-8,12,16-17,21-22H,6,9-11H2,1-5H3/t16-,17-,20+/m0/s1 | ||
| 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. Totaradiol shows antioxidant activity, it can inhibit linoleic acid autoxidation but not generation of superoxide anion. 2. Totaradiol exhibits cytotoxic activity against the A2780 ovarian cancer cell line. |
| Targets | NADPH-oxidase |
Totaradiol Dilution Calculator
Totaradiol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.3058 mL | 16.5289 mL | 33.0579 mL | 66.1157 mL | 82.6446 mL |
| 5 mM | 0.6612 mL | 3.3058 mL | 6.6116 mL | 13.2231 mL | 16.5289 mL |
| 10 mM | 0.3306 mL | 1.6529 mL | 3.3058 mL | 6.6116 mL | 8.2645 mL |
| 50 mM | 0.0661 mL | 0.3306 mL | 0.6612 mL | 1.3223 mL | 1.6529 mL |
| 100 mM | 0.0331 mL | 0.1653 mL | 0.3306 mL | 0.6612 mL | 0.8264 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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Enantioselective palladium-catalyzed dearomative cyclization for the efficient synthesis of terpenes and steroids.[Pubmed:25631391]
Angew Chem Int Ed Engl. 2015 Mar 2;54(10):3033-7.
A novel enantioselective palladium-catalyzed dearomative cyclization has been developed for the efficient construction of a series of chiral phenanthrenone derivatives bearing an all-carbon quaternary center. The effectiveness of this method in the synthesis of terpenes and steroids was demonstrated by a highly efficient synthesis of a kaurene intermediate, the facile construction of the skeleton of the anabolic steroid boldenone, and the enantioselective total synthesis of the antimicrobial diterpene natural product (-)-Totaradiol.
Antioxidative action of diterpenoids from Podocarpus nagi.[Pubmed:9225601]
Planta Med. 1997 Jun;63(3):213-5.
Diterpenoids, totarol (1), Totaradiol (2), 19-hydroxytotarol (3), totaral (4), 4 beta-carboxy-19-nortotarol (5), sugiol (6), isolated from Podocarpus nagi, were evaluated as antioxidants. Microsomal lipid peroxidation induced by Fe(III)-ADP/NADPH and mitochondrial lipid peroxidation induced by Fe(III)-ADP/ NADH were inhibited by these terpenoids. They inhibited linoleic acid autoxidation but not generation of superoxide anion. Totarol (1) protected mitochondrial respiratory enzyme activities against NADPH induced oxidative injury. Totarane diterpenes from P. nagi were shown to be effective to protect biological systems and function against various oxidative stresses.
Cytotoxic diterpenoids from Podocarpus madagascariensis from the Madagascar rainforest.[Pubmed:16835095]
Nat Prod Res. 2006 May 20;20(6):606-10.
Bioassay-directed fractionation of an extract of the root and bark of Podocarpus madagascariensis resulted in the isolation of a new totarol diterpenoid (1) in addition to the three known cytotoxic diterpenoids 19-hydroxytotarol (2), Totaradiol (3), and 4beta-carboxy-19-nor-totarol (4). The structure of the new compound 1 was established as methyl-13-hydroxy-14-isopropyl-9(11),12,14(8)-podocarpatriene-19-oate on the basis of 1D and 2D NMR spectroscopic interpretation and methylation of 4. All the compounds exhibited cytotoxic activity against the A2780 ovarian cancer cell line.
