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Tetrahydroalstonine

CAS# 6474-90-4

Tetrahydroalstonine

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Chemical structure

Tetrahydroalstonine

3D structure

Chemical Properties of Tetrahydroalstonine

Cas No. 6474-90-4 SDF Download SDF
PubChem ID 72340 Appearance Solid
Formula C21H24N2O3 M.Wt 352.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
Standard InChIKey GRTOGORTSDXSFK-DLLGKBFGSA-N
Standard InChI InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19-/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.
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 Tetrahydroalstonine

The herbs of Uncaria rhynchophylla (Miq.) Miq. ex Havil.

Biological Activity of Tetrahydroalstonine

DescriptionTetrahydroalstonine and Raubasine preferentially block the pressor responses of post-synaptic alpha-adrenergic receptor activation due to exogenous and endogenouse noradrenaline, respectively.
TargetsAdrenergic Receptor
In vivo

Differential inhibition of raubasine and tetrahydroalstonine on the vasopressor response to sympathetic nervous stimulation and intravenous noradrenaline in the pithed rat[Pubmed: 2869187]

J Pharmacol. 1985 Oct-Dec;16(4):412-20.

The effects of raubasine and Tetrahydroalstonine (THA) on the vasopressor response to sympathetic nerve stimulation and to i.v. administration of noradrenaline were studied in the pithed rat to ascertain whether raubasine and THA would preferentially block pressor responses due to exogenous versus endogenous noradrenaline alpha-adrenergic receptor activation.
METHODS AND RESULTS:
Raubasine (0.5 to 4 mg/kg i.v.) was more effective in blocking the response due to sympathetic nerve stimulation than that due to i.v. noradrenaline. On the other hand THA (0.5 to 4 mg/kg i.v.) produced greater inhibition of the i.v. noradrenaline response than the sympathetic nerve stimulation response. THA (0.5, 1, 2 mg/kg i.v.) enhanced the nerve stimulation response, while at the 4 mg/kg dose the response was slightly reduced. This may be explained by a preferential block by THA at low doses, of presynaptic alpha 2-adrenoceptors. In pithed rat raubasine and THA showed dose-related blocking effects on the pressor response of phenylephrine and B-HT 933, respectively. This suggest that raubasine preferentially blocks alpha-1 and THA alpha 2-adrenoceptors.
CONCLUSIONS:
The results suggest that raubasine and THA preferentially block the pressor responses of post-synaptic alpha-adrenergic receptor activation due to endogenous and exogenous noradrenaline, respectively.

Protocol of Tetrahydroalstonine

Kinase Assay

Inhibition of the alpha 1 and alpha 2-adrenoceptor-mediated pressor response in pithed rats by raubasine, tetrahydroalstonine and akuammigine.[Pubmed: 6099269]

Eur J Pharmacol. 1984 Oct 30;106(1):203-5.


METHODS AND RESULTS:
The relative potencies of raubasine, Tetrahydroalstonine (THA) and akuammigine on alpha 1- and alpha 2-adrenoceptors were assessed by comparing their effects on the rise in blood pressure induced by stimulation of the sympathetic outflow from the spinal cord or by injection of noradrenaline in pithed rats. Akuammigine was inactive in both cases. Raubasine preferentially antagonized the effects of electrical stimulation while Tetrahydroalstonine antagonized the effects of injected noradrenaline.
CONCLUSIONS:
The results suggest that raubasine preferentially blocks alpha 1-adrenoceptors while Tetrahydroalstonine is more selective for alpha 2-adrenoceptors.

Tetrahydroalstonine Dilution Calculator

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Tetrahydroalstonine Molarity Calculator

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Preparing Stock Solutions of Tetrahydroalstonine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8377 mL 14.1884 mL 28.3768 mL 56.7537 mL 70.9421 mL
5 mM 0.5675 mL 2.8377 mL 5.6754 mL 11.3507 mL 14.1884 mL
10 mM 0.2838 mL 1.4188 mL 2.8377 mL 5.6754 mL 7.0942 mL
50 mM 0.0568 mL 0.2838 mL 0.5675 mL 1.1351 mL 1.4188 mL
100 mM 0.0284 mL 0.1419 mL 0.2838 mL 0.5675 mL 0.7094 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 Tetrahydroalstonine

[Differential inhibition of raubasine and tetrahydroalstonine on the vasopressor response to sympathetic nervous stimulation and intravenous noradrenaline in the pithed rat].[Pubmed:2869187]

J Pharmacol. 1985 Oct-Dec;16(4):412-20.

The effects of raubasine and Tetrahydroalstonine (THA) on the vasopressor response to sympathetic nerve stimulation and to i.v. administration of noradrenaline were studied in the pithed rat to ascertain whether raubasine and THA would preferentially block pressor responses due to exogenous versus endogenous noradrenaline alpha-adrenergic receptor activation. Raubasine (0.5 to 4 mg/kg i.v.) was more effective in blocking the response due to sympathetic nerve stimulation than that due to i.v. noradrenaline. On the other hand THA (0.5 to 4 mg/kg i.v.) produced greater inhibition of the i.v. noradrenaline response than the sympathetic nerve stimulation response. THA (0.5, 1, 2 mg/kg i.v.) enhanced the nerve stimulation response, while at the 4 mg/kg dose the response was slightly reduced. This may be explained by a preferential block by THA at low doses, of presynaptic alpha 2-adrenoceptors. In pithed rat raubasine and THA showed dose-related blocking effects on the pressor response of phenylephrine and B-HT 933, respectively. This suggest that raubasine preferentially blocks alpha-1 and THA alpha 2-adrenoceptors. The results suggest that raubasine and THA preferentially block the pressor responses of post-synaptic alpha-adrenergic receptor activation due to endogenous and exogenous noradrenaline, respectively.

Inhibition of the alpha 1 and alpha 2-adrenoceptor-mediated pressor response in pithed rats by raubasine, tetrahydroalstonine and akuammigine.[Pubmed:6099269]

Eur J Pharmacol. 1984 Oct 30;106(1):203-5.

The relative potencies of raubasine, Tetrahydroalstonine (THA) and akuammigine on alpha 1- and alpha 2-adrenoceptors were assessed by comparing their effects on the rise in blood pressure induced by stimulation of the sympathetic outflow from the spinal cord or by injection of noradrenaline in pithed rats. Akuammigine was inactive in both cases. Raubasine preferentially antagonized the effects of electrical stimulation while THA antagonized the effects of injected noradrenaline. The results suggest that raubasine preferentially blocks alpha 1-adrenoceptors while THA is more selective for alpha 2-adrenoceptors.

Description

Tetrahydroalstonine, a indole alkaloid isolated from the fruits of Rhazya stricta, is a selective alpha 2-adrenoceptor antagonist.

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