Deltaline

CAS# 6836-11-9

Deltaline

2D Structure

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Quality Control of Deltaline

3D structure

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Deltaline

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Chemical Properties of Deltaline

Cas No. 6836-11-9 SDF Download SDF
PubChem ID 441728 Appearance White powder
Formula C27H41NO8 M.Wt 507.62
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)OC)OCO5)OC(=O)C)OC)C
Standard InChIKey DTTPWCNKTMQMTE-DZZCPBQSSA-N
Standard InChI InChI=1S/C27H41NO8/c1-7-28-12-23(3)9-8-17(32-5)26-20(23)21(36-14(2)29)27(22(26)28)25(34-13-35-27)11-16(31-4)15-10-24(26,30)19(25)18(15)33-6/h15-22,30H,7-13H2,1-6H3/t15-,16+,17+,18+,19+,20-,21+,22?,23+,24+,25-,26-,27-/m1/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.
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.
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.

Source of Deltaline

The root of Aconitum carmichaeli Debx.

Biological Activity of Deltaline

DescriptionDeltaline, enabling the synthesis of 32 new derivatives bearing a broad spectrum of unique scaffolds.

Protocol of Deltaline

Structure Identification
Chemistry. 2015 Jun 8;21(24):8946-50.

Generating skeletal diversity from the c19 -diterpenoid alkaloid deltaline: a ring-distortion approach.[Pubmed: 25950550]

The development of new drugs calls for large collections of diverse molecules with considerable complexity. Ring distortion of natural products provides an efficient and facile approach to access new architectures with intriguing biological activities, by harnessing their inherent complexity.
METHODS AND RESULTS:
In this study, such a strategy has been explored on an abundant C19 -diterpenoid alkaloid, Deltaline, enabling the synthesis of 32 new derivatives bearing a broad spectrum of unique scaffolds. Extensive spectroscopic studies including X-ray crystallographic analyses strongly supported the structures of the obtained novel skeletons, which present comparable opportunities with the great contributions made by nature for discovery of new lead compounds.

Nat Prod Commun. 2012 Jun;7(6):721-4.

Unusual reactions of a 7,17-seco-type C19-diterpenoid alkaloid derived from deltaline.[Pubmed: 22816291]

Treatment of a 7,17-seco-type C19-diterpenoid alkaloid (3), prepared from Deltaline (8), with triethylamine in either DMF or TEG (triethylene glycol) at 120 degrees C provided two interesting compounds 6 and 7. The structures of compounds 3, 6, and 7 were established based on extensive interpretations of their 1D and 2D NMR data. Compound 6, a lycoctonine-type C19-diterpenoid alkaloid, can be transformed from alkaloid 3 via Grob fragmentation, Prins reaction, and intramolecular disproportionation. The mechanism of the formation of compound 6 was confirmed by deuteration experiments. Product 7 was formed through a pinacol-like rearrangement of alkaloid 3.

Deltaline Dilution Calculator

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Deltaline Molarity Calculator

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Preparing Stock Solutions of Deltaline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.97 mL 9.8499 mL 19.6998 mL 39.3996 mL 49.2494 mL
5 mM 0.394 mL 1.97 mL 3.94 mL 7.8799 mL 9.8499 mL
10 mM 0.197 mL 0.985 mL 1.97 mL 3.94 mL 4.9249 mL
50 mM 0.0394 mL 0.197 mL 0.394 mL 0.788 mL 0.985 mL
100 mM 0.0197 mL 0.0985 mL 0.197 mL 0.394 mL 0.4925 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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References on Deltaline

Unusual reactions of a 7,17-seco-type C19-diterpenoid alkaloid derived from deltaline.[Pubmed:22816291]

Nat Prod Commun. 2012 Jun;7(6):721-4.

Treatment of a 7,17-seco-type C19-diterpenoid alkaloid (3), prepared from Deltaline (8), with triethylamine in either DMF or TEG (triethylene glycol) at 120 degrees C provided two interesting compounds 6 and 7. The structures of compounds 3, 6, and 7 were established based on extensive interpretations of their 1D and 2D NMR data. Compound 6, a lycoctonine-type C19-diterpenoid alkaloid, can be transformed from alkaloid 3 via Grob fragmentation, Prins reaction, and intramolecular disproportionation. The mechanism of the formation of compound 6 was confirmed by deuteration experiments. Product 7 was formed through a pinacol-like rearrangement of alkaloid 3.

Description

Deltaline is a diterpenoid alkaloid and isolated from plants of the genus Delphinium delavayi Franch. Deltaline itself has analgesic properties, and plants of the genus Delphinium delavayi Franch have also been therapeutically used to treat rheumaticpain, paralysis due to stroke, rheumatoid arthritis.

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