Tetrahydroalstonine
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Tetrahydroalstonine
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CAS No:
6474-90-4
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Formula:
C21H24N2O3
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Chemical Name:
Tetrahydroalstonine
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Synonyms:
Oxayohimban-16-carboxylic acid,16,17-didehydro-19-methyl-,methyl ester,(19α,20α)-;Alstonine,3,4,5,6-tetrahydro-;Tetrahydroalstonine;Alstonine,3,4,5,6-tetrahydro-,(3α)-;(-)-Tetrahydroalstonine;(3α)-3,4,5,6-Tetrahydroalstonine;4H-Indolo[2,3-a]pyrano[3,4-g]quinolizine-1-carboxylic acid,4a,5,7,8,13,13b,14,14a-octahydro-4-methyl-,methyl ester,(4S,4aS,13bS,14aS)-;NSC 72115
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CAS No:
Description
Tetrahydroalstonine, a indole alkaloid isolated from the fruits of Rhazya stricta, is a selective alpha 2-adrenoceptor antagonist[1][2].
Tetrahydroalstonine is a heteropentacyclic compound that is (20alpha)-16,17-didehydro-18-oxayohimban which is substituted at position 16 by a methoxycarbonyl group and at position 19 by a methyl group. It is a metabolite found in several plant species. It has a role as a plant metabolite. It is a yohimban alkaloid, an organic heteropentacyclic compound and a methyl ester. It is a conjugate base of a tetrahydroalstonine(1+).
Characteristics
54.56000
2.88
1.3±0.1 g/cm3
230-231 °C
524.0±50.0 °C at 760 mmHg
270.7±30.1 °C
1.656
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)
19-epiajmalicine
Computed Properties
Molecular Weight:352.4
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:352.17869263
Monoisotopic Mass:352.17869263
Topological Polar Surface Area:54.6
Heavy Atom Count:26
Complexity:606
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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