Hodgkinsine
Alkaloid found in certain plant species
| IUPAC Name: | (3aR,5R,6aR,6bS,8aR,9R,10aR,12aS)-5,9-Diethyl-3a,6a,6b,9,10a,12a-hexahydro-1H,3H,5H,6H,7H,8H,9H,10H,11H,12H-indolo[2,3-a]quinolizine-6,8-dione |
| Other Names: | |
| Identifiers | |
| CAS Number | |
| PubChem | 101304 |
| ChemSpider | 91547 |
| SMILES | CC[C@H]1[C@@H]2CN3[C@H]4[C@@H](C[C@H](C[C@H]4C[C@H]3C2)N1)C(=O)N |
| InChI | 1S/C22H28N2O2/c1-2-13-10-16-14-6-5-12(11-15(14)23-13)17(19(16)25)18-7-8-20(26)24-21(18)9-3-4-22(23)24/h12-13,15-19,22H,2-11H2,1H3/t12-,13-,15-,16-,17-,18-,19-,22-/m0/s1 |
| InChIKey | QXQXKJZQJXNZQF-IBGZPJMESA-N |
| StdInChI | |
| StdInChIKey | |
| Properties | |
| Chemical formula | CHNO |
| Appearance | |
| Density | |
| Melting Point | |
| Boiling Point | |
| Solubility | |
| Hazards | |
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| Flash Point | |
| Autoignition Temperature | |
Hodgkinsine is a naturally occurring alkaloid found in certain plant species, particularly within the Rubiaceae family. It is known for its complex molecular structure and potential pharmacological properties.
Chemical Structure[edit | edit source]
Hodgkinsine is characterized by its intricate structure, which includes multiple fused rings and several chiral centers. The molecular formula of Hodgkinsine is C22H28N2O2. The compound is notable for its stereochemistry, which plays a crucial role in its biological activity.
Sources[edit | edit source]
Hodgkinsine is primarily isolated from plants in the Rubiaceae family, such as Psychotria colorata and Psychotria lyciiflora. These plants are often found in tropical regions and have been used in traditional medicine practices.
Pharmacology[edit | edit source]
Hodgkinsine has been studied for its potential analgesic and antidepressant properties. Research suggests that it may interact with serotonin and dopamine receptors, contributing to its effects on mood and pain perception. However, more studies are needed to fully understand its mechanisms and potential therapeutic applications.
Synthesis[edit | edit source]
The synthesis of Hodgkinsine in the laboratory is complex due to its multiple chiral centers and fused ring system. Various synthetic routes have been explored, but the natural extraction from plant sources remains the primary method of obtaining this alkaloid.
Applications[edit | edit source]
While Hodgkinsine is not currently used in mainstream medicine, its potential pharmacological effects make it a subject of interest for future drug development. Researchers are exploring its use in treating conditions such as chronic pain and depression.
See Also[edit | edit source]
References[edit | edit source]
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