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Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
(-)-Eburnamonine is a vasodilator that also acts as a cerebral metabolic stimulant. The compound can protect the cerebral of mice exposed to potassium cyanide intoxication. Studies show that (-)-Eburnamonine increases the affinity of acetylcholine on the M2 and M4 receptors, as well as augment the affinity of carbachol , bethanechol, furmethide, methylfurmethide, pentylthio-TZTP, pilocarpine, oxotremorine and oxotremorine-M on the M2 receptors. Research also shows that (-)-Eburnamonine has antihypoxic effects.
| pKa | pKa: 8.13 |
|---|
| Pubchem Sid | 504754610 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504754610 |
| Canonical Smiles | CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2 |
| IUPAC Name | (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one |
| InChIKey | WYJAPUKIYAZSEM-MOPGFXCFSA-N |
| INCHI | 1S/C19H22N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,18H,2,5,8-12H2,1H3/t18-,19+/m1/s1 |
| Isomeric SMILES | CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2 |
| WGK Germany | 2 |
| RTECS | YY8575570 |
| Molecular Weight | 294.39 |
| Beilstein | 4706903 |
| Reaxy-Rn | 759171 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=759171&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Eburnan-type alkaloids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Eburnan-type alkaloids |
| Alternative Parents | Indolonaphthyridine alkaloids Beta carbolines 3-alkylindoles Naphthyridines Aralkylamines Piperidines Benzenoids Pyrroles Heteroaromatic compounds Trialkylamines Lactams Azacyclic compounds Organic oxides Organooxygen compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Eburna alkaloid - Indolo[3,2-1de][1,5]naphthyridine - Beta-carboline - Pyridoindole - Diazanaphthalene - Naphthyridine - 3-alkylindole - Indole - Indole or derivatives - Aralkylamine - Piperidine - Benzenoid - Heteroaromatic compound - Pyrrole - Tertiary amine - Lactam - Tertiary aliphatic amine - Azacycle - Organoheterocyclic compound - Amine - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1. |
| External Descriptors | Indole alkaloids |
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| Solubility | Soluble in chloroform. |
|---|---|
| Refractive Index | n20D1.72 (Predicted) |
| Specific Rotation[α] | α20/D -94.5°±2°, c = 1 in chloroform |
| Boil Point(°C) | 441.88° C at 760 mmHg (Predicted) |
| Melt Point(°C) | 174-176°C |
| Molecular Weight | 294.400 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 1 |
| Exact Mass | 294.173 Da |
| Monoisotopic Mass | 294.173 Da |
| Topological Polar Surface Area | 25.200 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 492.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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