Delsoline

CAS# 509-18-2

Delsoline

2D Structure

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Quality Control of Delsoline

3D structure

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Delsoline

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Chemical Properties of Delsoline

Cas No. 509-18-2 SDF Download SDF
PubChem ID 441727 Appearance White powder
Formula C25H41NO7 M.Wt 467.6
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)O)COC
Standard InChIKey JVBLTQQBEQQLEV-YAEAOFIFSA-N
Standard InChI InChI=1S/C25H41NO7/c1-6-26-11-22(12-30-2)8-7-16(27)24-14-9-13-15(31-3)10-23(28,17(14)18(13)32-4)25(29,21(24)26)20(33-5)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21?,22+,23-,24+,25-/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 Delsoline

The root of Aconitum carmichaeli Debx.

Biological Activity of Delsoline

DescriptionDelsoline has hypotensive effects.Delsoline is not only effective in preventing ventricular fibrillation and arrythmia, but can raise the intebsity of the threthold of electrical shocks to cause ventricular fibrillation in rabbits, the antiarrythmic effect of it may be mainly attributed to itsganglionic blocking and negative cardiac inotropic effect.
TargetsAChR
In vitro

[Hypotensive effect of delsoline].[Pubmed: 3158157]

Zhongguo Yao Li Xue Bao. 1985 Mar;6(1):37-40.

[Hypotensive effect of Delsoline].

In vivo

Antiarrythmic effect of delsoline[Reference: WebLink]

Journal of Gannan Medical College,1989(z1): 8-10.

Delsoline ( DS ) is not only effective in preventing ventricular fibrillation ( induced by chloroform in mice ) and arrythmia ( induced by adrenalin in rabbits), but can raise the intebsity of the threthold of electrical shocks to cause ventricular fibrillation in rabbits.Furthermore , DS can obviously inhibit the action potential amplitude of isolated sciatic nerves in toads, indicating that it can block sodium channels. However, the antiarrythmic effect of DS may be mainly attributed to itsganglionic blocking and negative cardiac inotropic effect.

Protocol of Delsoline

Kinase Assay

Nudicauline and elatine as potent norditerpenoid ligands at rat neuronal alpha-bungarotoxin binding sites: importance of the 2-(methylsuccinimido)benzoyl moiety for neuronal nicotinic acetylcholine receptor binding.[Pubmed: 8941400]

J Med Chem. 1996 Nov 22;39(24):4860-6.

Methyllycaconitine (MLA, 1) is a novel, potent probe for mammalian and insect nicotinic acetylcholine receptors (nAChR) and displays remarkable selectivity toward neuronal [125I]-alpha-bungarotoxin (alpha BgTX) binding sites that correspond to alpha 7-type nAChR in mammalian brain.
METHODS AND RESULTS:
We have shown that, among a number of selected norditerpenoid alkaloids, elatine (2) and nudicauline (3) are equipotent with, or better than, MLA (1) in binding to brain [125I]-alpha BgTX binding sites, with IC50 values of 6.1, 1.7, and 7.6 nM, respectively. The 2-((S)-methylsuccinimido)benzoyl moiety of these ligands is crucial for high-affinity binding, whereas structural modifications to the norditerpenoid core of the ligand can be tolerated without loss of activity or selectivity. In addition to MLA (1), elatine (2), and nudicauline (3), we have examined lycoctonine (4), inuline (6), lappaconitine (7), N-desacetyllappaconitine (8), Delsoline (10), delcorine (11), deltaline (12), condelphine (13), and karacoline (14).
CONCLUSIONS:
This study therefore extends the range of norditerpenoids, other than MLA, which can be used to probe this important class of nAChR. All 12 alkaloids were assessed for activity at [3H]nicotine binding sites which are considered to represent alpha 4 beta 2 nAChR. Furthermore, the 1H and 13C NMR spectroscopic data of MLA and elatine have been critically compared.

Structure Identification
Phytochemistry. 2005 Apr;66(7):837-46.

Norditerpene and diterpene alkaloids from Aconitum variegatum.[Pubmed: 15797610]

Aerial parts of Aconitum variegatum L. from the Pyrenees furnished four norditerpene alkaloids, 16 beta-hydroxycardiopetaline, 8-ethoxysachaconitine, 14-acetylgenicunine B, N-deethyl-N-19-didehydrosachaconitine, five diterpene alkaloids 15-veratroyldictizine, 15-veratroyl-17-acetyldictizine, 15-veratroyl-17-acetyl-19-oxodictizine, N-ethyl-1 alpha-hydroxy-17-veratroyldictizine, variegatine and the known alkaloids sachaconitine, 14-O-acetylsachaconitine, karakoline, talatizamine, 10-hydroxytalatizamine, 14-acetyltalatizamine, 14-acetyl-10-hydroxytalatizamine, N-methylarmepavine, pengshenin B, Delsoline, dihydroDelsoline, delcosine and genicunin B. Structures of the alkaloids were established by MS, 1D- and 2D-NMR techniques.

Delsoline Dilution Calculator

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Delsoline Molarity Calculator

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Preparing Stock Solutions of Delsoline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1386 mL 10.6929 mL 21.3858 mL 42.7716 mL 53.4645 mL
5 mM 0.4277 mL 2.1386 mL 4.2772 mL 8.5543 mL 10.6929 mL
10 mM 0.2139 mL 1.0693 mL 2.1386 mL 4.2772 mL 5.3464 mL
50 mM 0.0428 mL 0.2139 mL 0.4277 mL 0.8554 mL 1.0693 mL
100 mM 0.0214 mL 0.1069 mL 0.2139 mL 0.4277 mL 0.5346 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 Delsoline

Nudicauline and elatine as potent norditerpenoid ligands at rat neuronal alpha-bungarotoxin binding sites: importance of the 2-(methylsuccinimido)benzoyl moiety for neuronal nicotinic acetylcholine receptor binding.[Pubmed:8941400]

J Med Chem. 1996 Nov 22;39(24):4860-6.

Methyllycaconitine (MLA, 1) is a novel, potent probe for mammalian and insect nicotinic acetylcholine receptors (nAChR) and displays remarkable selectivity toward neuronal [125I]-alpha-bungarotoxin (alpha BgTX) binding sites that correspond to alpha 7-type nAChR in mammalian brain. We have shown that, among a number of selected norditerpenoid alkaloids, elatine (2) and nudicauline (3) are equipotent with, or better than, MLA (1) in binding to brain [125I]-alpha BgTX binding sites, with IC50 values of 6.1, 1.7, and 7.6 nM, respectively. The 2-((S)-methylsuccinimido)benzoyl moiety of these ligands is crucial for high-affinity binding, whereas structural modifications to the norditerpenoid core of the ligand can be tolerated without loss of activity or selectivity. In addition to MLA (1), elatine (2), and nudicauline (3), we have examined lycoctonine (4), inuline (6), lappaconitine (7), N-desacetyllappaconitine (8), Delsoline (10), delcorine (11), deltaline (12), condelphine (13), and karacoline (14). This study therefore extends the range of norditerpenoids, other than MLA, which can be used to probe this important class of nAChR. All 12 alkaloids were assessed for activity at [3H]nicotine binding sites which are considered to represent alpha 4 beta 2 nAChR. Furthermore, the 1H and 13C NMR spectroscopic data of MLA and elatine have been critically compared.

Norditerpenoid and diterpenoid alkaloids from Turkish Consolida orientalis.[Pubmed:11421744]

J Nat Prod. 2001 Jun;64(6):787-9.

From the aerial parts of Consolida orientalis collected in Turkey, a new diterpenoid alkaloid designated as consorientaline has been isolated along with the known norditerpenoid alkaloids Delsoline, delcosine, gigactonine, and takaosamine. The structure of consorientaline (1) was established by spectroscopic studies and chemical correlation with dihydroajaconine (2).

Description

Delsoline, a major alkaloid of Delphinium anthriscifolium Hance, has both a curare-like effect and a ganglion-blocking effect and is used to relieve muscle tension or hyperkinesia. D. anthriscifolium Hance has effects of dispelling wind and dampness, activating collaterals, and relieving pains and is used to treat rheumatism, hemiplegia, indigestion, and cough.

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