stemmadenine: from seeds of Tabernaemotana dichotoma; also Rauwolfia and Rhazya; structure given in first source; RN given refers to (19E)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
15alpha-stemmadenine : A monoterpenoid indole alkaloid with formula C21H26N2O3, isolated from several plant species including Rhazya stricta, Tabernaemontana dichotoma and Aspidosperma pyricollum. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Tabernaemontana | genus | A plant genus of the family APOCYNACEAE that contains bisindole alkaloids and IBOGAINE.[MeSH] | Apocynaceae | The dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH] |
| Rhazya | genus | [no description available] | Apocynaceae | The dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH] |
| Aspidosperma | genus | A plant genus of the family APOCYNACEAE. It contains ellipticine.[MeSH] | Apocynaceae | The dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH] |
| Tabernaemontana dichotoma | species | [no description available] | Apocynaceae | The dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH] |
| Rhazya stricta | species | [no description available] | Apocynaceae | The dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 57506220 |
| CHEBI ID | 9260 |
| SCHEMBL ID | 19353918 |
| MeSH ID | M0133778 |
| Synonym |
|---|
| 10012-73-4 |
| stemmadenine |
| stemmadenin |
| (+)-stemmadenine |
| 15alpha-stemmadenine |
| 15-alpha-stemmadenine |
| CHEBI:9260 |
| methyl (5e,6s,7s)-5-ethylidene-7-(hydroxymethyl)-1,4,5,6,7,8-hexahydro-2h-3,6-ethanoazonino[5,4-b]indole-7-carboxylate |
| SCHEMBL19353918 |
| Q27108337 |
| 2h-3,6-ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-1,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3s,5e,6s,7s)- |
| methyl (3s,5e,6s,7s)-5-ethylidene-2,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-1h-3,6-ethanoazonino(5,4-b)indole-7-carboxylate |
| 1h-3,6-ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-2,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3s,5e,6s,7s)- |
| 2h-3,6-ethanoazonino(5,4-b)indole-7-carboxylic acid, 5-ethylidene-1,4,5,6,7,8-hexahydro-7-(hydroxymethyl)-, methyl ester, (3s-(3r*,5e,6r*,7r*))- |
| Role | Description |
|---|---|
| plant metabolite | Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| monoterpenoid indole alkaloid | A terpenoid indole alkaloid which is biosynthesised from L-tryptophan and diisoprenoid (usually secolaganin) building blocks. |
| methyl ester | Any carboxylic ester resulting from the formal condensation of a carboxy group with methanol. |
| primary alcohol | A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it. |
| organic heterotetracyclic compound | |
| Aspidosperma alkaloid | Any member of a group of indole alkaloids based on a C19 or C20 skeleton formed by condensation of tryptamine with a rearranged seconloganin-derived C9 or C10 unit. The Aspidosperma alkaloids constitute the largest group of indole alkaloids (currently ca. 220 alkaloids) and may be divided into several sub-groups. |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (16.67) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (16.67) | 29.6817 |
| 2010's | 3 (50.00) | 24.3611 |
| 2020's | 1 (16.67) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (22.10) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (14.29%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 6 (85.71%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||