Spiramilactone BCAS# 180961-65-3 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 180961-65-3 | SDF | Download SDF |
| PubChem ID | 91895303 | Appearance | Powder |
| Formula | C20H26O4 | M.Wt | 330.4 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1R,5R,10R,11S,12S,14S,16R,17S)-12-hydroxy-5-methyl-13-methylidene-7,9-dioxahexacyclo[8.6.2.211,14.01,8.05,17.011,16]icosan-6-one | ||
| SMILES | CC12CCCC34C1CC(C56C3CC(CC5)C(=C)C6O)OC4OC2=O | ||
| Standard InChIKey | DNBGAGAUTOKWGJ-HTYOSSKZSA-N | ||
| Standard InChI | InChI=1S/C20H26O4/c1-10-11-4-7-20(15(10)21)13(8-11)19-6-3-5-18(2)12(19)9-14(20)23-17(19)24-16(18)22/h11-15,17,21H,1,3-9H2,2H3/t11-,12+,13-,14+,15-,17?,18+,19-,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. | ||
| Structure Identification | Acta Botanica Yunnanica 1996, 18(2):226-228Spiramilactone B, a new diterpenoid from Speraea japonica var. stellaris[Reference: WebLink]
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Spiramilactone B Dilution Calculator
Spiramilactone B Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.0266 mL | 15.1332 mL | 30.2663 mL | 60.5327 mL | 75.6659 mL |
| 5 mM | 0.6053 mL | 3.0266 mL | 6.0533 mL | 12.1065 mL | 15.1332 mL |
| 10 mM | 0.3027 mL | 1.5133 mL | 3.0266 mL | 6.0533 mL | 7.5666 mL |
| 50 mM | 0.0605 mL | 0.3027 mL | 0.6053 mL | 1.2107 mL | 1.5133 mL |
| 100 mM | 0.0303 mL | 0.1513 mL | 0.3027 mL | 0.6053 mL | 0.7567 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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A bio-inspired synthetic route to the core ring systems of Spiraea atisine-type diterpenoid alkaloids and related diterpenes.[Pubmed:26837236]
Org Biomol Chem. 2016 Mar 7;14(9):2716-22.
A bio-inspired synthetic strategy for the efficient construction of the structurally complex azapentacyclic ABEFG ring systems of Spiraea atisine-type diterpenoid alkaloids bearing a characteristic internal carbinolamine ether linkage between C(7) and C(20) has been successfully developed. The highly bridged azapentacyclic core structure was constructed rapidly from a readily prepared trans-6,6-bicyclic AB ring precursor through a 14-step sequence. Highlights of the synthesis include a straightforward formal lactone migration from the tricyclic gamma-lactone unit of naturally occurring spiramilactone E, and an efficient biomimetic synthesis of the azapentacyclic ABEFG ring systems of spiramines C and D from the corresponding tetracyclic subunits of spiraminol and Spiramilactone B.
Collective Total Syntheses of Atisane-Type Diterpenes and Atisine-Type Diterpenoid Alkaloids: (+/-)-Spiramilactone B, (+/-)-Spiraminol, (+/-)-Dihydroajaconine, and (+/-)-Spiramines C and D.[Pubmed:26545636]
Angew Chem Int Ed Engl. 2016 Jan 4;55(1):392-6.
The first total syntheses of the architecturally complex atisane-type diterpenes and biogenetically related atisine-type diterpenoid alkaloids (+/-)-Spiramilactone B, (+/-)-spiraminol, (+/-)-dihydroajaconine, and (+/-)-spiramines C and D are reported. Highlights of the synthesis include a late-stage biomimetic transformation of Spiramilactone B, a facile formal lactone migration from the pentacyclic skeleton of spiramilactone E, a highly efficient and diastereoselective 1,7-enyne cycloisomerization to construct the functionalized tetracyclic atisane skeleton, and a tandem retro-Diels-Alder/intramolecular Diels-Alder sequence to achieve the tricyclo[6.2.2.0] ring system.
