12E,14-Labdadien-20,8beta-olideCAS# 1639257-37-6 |
Quality Control & MSDS
3D structure
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| Cas No. | 1639257-37-6 | SDF | Download SDF |
| PubChem ID | 125181777 | Appearance | Powder |
| Formula | C20H30O2 | M.Wt | 302.45 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC(=CCC1C2(CCC3C1(CCCC3(C)C)C(=O)O2)C)C=C | ||
| Standard InChIKey | SBFYFPUOUKFWPX-MFGREBOPSA-N | ||
| Standard InChI | InChI=1S/C20H30O2/c1-6-14(2)8-9-16-19(5)13-10-15-18(3,4)11-7-12-20(15,16)17(21)22-19/h6,8,15-16H,1,7,9-13H2,2-5H3/b14-8+/t15-,16-,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. | ||
| Description | 12E,14-Labdadien-20,8beta-olide is a natural product from Isodon yuennanensis. |
| Structure Identification | Angew Chem Int Ed Engl. 2017 May 15;56(21):5844-5848.Bioinspired Asymmetric Synthesis of Hispidanin A.[Pubmed: 28332749 ]
Nat Prod Res. 2015;29(7):628-32.Two new labdane diterpenoids from the rhizomes of Isodon yuennanensis.[Pubmed: 25420949 ]
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12E,14-Labdadien-20,8beta-olide Dilution Calculator
12E,14-Labdadien-20,8beta-olide Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.3063 mL | 16.5317 mL | 33.0633 mL | 66.1266 mL | 82.6583 mL |
| 5 mM | 0.6613 mL | 3.3063 mL | 6.6127 mL | 13.2253 mL | 16.5317 mL |
| 10 mM | 0.3306 mL | 1.6532 mL | 3.3063 mL | 6.6127 mL | 8.2658 mL |
| 50 mM | 0.0661 mL | 0.3306 mL | 0.6613 mL | 1.3225 mL | 1.6532 mL |
| 100 mM | 0.0331 mL | 0.1653 mL | 0.3306 mL | 0.6613 mL | 0.8266 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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Two new labdane diterpenoids from the rhizomes of Isodon yuennanensis.[Pubmed:25420949]
Nat Prod Res. 2015;29(7):628-32.
Two new labdane diterpenoids, s-trans-8(17),12E,14-labdatrien-20-oic acid (1), s-trans-12E,14-Labdadien-20,8beta-olide (2), along with 10 known compounds, hinokiol (3), ursonic acid (4), 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid (5), 2alpha,3beta,23-trihydroxyolean-12-en-28-oic acid (6), ethyl 3-(3,4-dihydroxyphenyl)lactate (7), ethyl rosmarinate (8), (Z,E)-2-(3,4-dihydroxyphenyl)ethenyl caffeic ester (9), tridecanoic acid (10), beta-sitosterol (11) and daucosterol (12), were isolated from the 70% acetone extract of the rhizomes of Isodon yuennanensis. Their structures were elucidated based on the analyses of extensive spectroscopic data and physicochemical properties.
Bioinspired Asymmetric Synthesis of Hispidanin A.[Pubmed:28332749]
Angew Chem Int Ed Engl. 2017 May 15;56(21):5844-5848.
The first enantiospecific synthesis of hispidanin A (4), a dimeric diterpenoid from the rhizomes of Isodon hispida, was achieved with a longest linear sequence of 12 steps in 6.5 % overall yield. A key component is the use of the abundant and naturally occurring diterpenoids (+)-sclareolide and (+)-sclareol as starting materials, which enables the gram-scale preparation of the key intermediates totarane (1) and s-trans-12E,14-Labdadien-20,8beta-olide (2). Subsequently a thermal or an erbium-catalyzed intermolecular Diels-Alder reaction of totarane (1) with labdadienolide (2) provide convergent and rapid access to the natural product hispidanin A (4). The synthetic studies have offered significant impetus for the efficient construction of these architecturally complex natural products.
