N-acetyl-4-aminomethyl-6-methoxy-9-methyl-1,2,3,4-tetrahydrocarbazole: a melatonin receptor agonist; (-)-isomer is more active than the (+)-isomer; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 5311004 |
| CHEMBL ID | 53824 |
| SCHEMBL ID | 6268265 |
| MeSH ID | M0268747 |
| Synonym |
|---|
| ammtc |
| CHEMBL53824 , |
| L000015 |
| n-[(6-methoxy-9-methyl-1,2,3,4-tetrahydrocarbazol-4-yl)methyl]acetamide |
| n-[(6-methoxy-9-methyl-2,3,4,9-tetrahydro-1h-carbazol-4-yl)methyl]acetamide |
| gtpl3385 |
| SCHEMBL6268265 |
| n-acetyl-4-aminomethyl-6-methoxy-9-methyl-1,2,3,4-tetrahydrocarbazole |
| Q27074454 |
| bdbm50471024 |
| Excerpt | Relevance | Reference |
|---|---|---|
| " RORalpha receptors are also expressed in MCF-7 breast cancer cells and the putative RORalpha agonist CPG-52608 inhibits MCF-7 cell growth but with a very different dose-response than melatonin." | ( Involvement of the mt1 melatonin receptor in human breast cancer. Dai, J; Dong, C; Hill, SM; Kiefer, TL; Lai, L; Ram, PT; Yuan, L, 2002) | 0.31 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Melatonin receptor type 1A | Gallus gallus (chicken) | Ki | 0.0010 | 0.0000 | 0.1687 | 0.8700 | AID107401 |
| Melatonin receptor type 1C | Gallus gallus (chicken) | Ki | 0.0010 | 0.0000 | 0.1687 | 0.8700 | AID107401 |
| Melatonin receptor type 1B | Gallus gallus (chicken) | Ki | 0.0010 | 0.0000 | 0.1617 | 0.8700 | AID107401 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway | Melatonin receptor type 1A | Gallus gallus (chicken) |
| negative regulation of glycolytic process | Melatonin receptor type 1A | Gallus gallus (chicken) |
| negative regulation of glucose import | Melatonin receptor type 1A | Gallus gallus (chicken) |
| G protein-coupled receptor signaling pathway | Melatonin receptor type 1A | Gallus gallus (chicken) |
| negative regulation of glycolytic process | Melatonin receptor type 1C | Gallus gallus (chicken) |
| negative regulation of glucose import | Melatonin receptor type 1C | Gallus gallus (chicken) |
| G protein-coupled receptor signaling pathway | Melatonin receptor type 1C | Gallus gallus (chicken) |
| G protein-coupled receptor signaling pathway | Melatonin receptor type 1B | Gallus gallus (chicken) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| melatonin receptor activity | Melatonin receptor type 1A | Gallus gallus (chicken) |
| hormone binding | Melatonin receptor type 1A | Gallus gallus (chicken) |
| melatonin binding | Melatonin receptor type 1A | Gallus gallus (chicken) |
| G protein-coupled receptor activity | Melatonin receptor type 1A | Gallus gallus (chicken) |
| melatonin receptor activity | Melatonin receptor type 1C | Gallus gallus (chicken) |
| melatonin binding | Melatonin receptor type 1C | Gallus gallus (chicken) |
| G protein-coupled receptor activity | Melatonin receptor type 1C | Gallus gallus (chicken) |
| melatonin receptor activity | Melatonin receptor type 1B | Gallus gallus (chicken) |
| G protein-coupled receptor activity | Melatonin receptor type 1B | Gallus gallus (chicken) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| receptor complex | Melatonin receptor type 1A | Gallus gallus (chicken) |
| plasma membrane | Melatonin receptor type 1A | Gallus gallus (chicken) |
| nucleoplasm | Melatonin receptor type 1C | Gallus gallus (chicken) |
| plasma membrane | Melatonin receptor type 1C | Gallus gallus (chicken) |
| plasma membrane | Melatonin receptor type 1B | Gallus gallus (chicken) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID107398 | Binding affinity towards melatonin receptor, determined in chicken brain membranes using [2-125I]melatonin | 1998 | Journal of medicinal chemistry, Feb-12, Volume: 41, Issue:4 | Mapping the melatonin receptor. 5. Melatonin agonists and antagonists derived from tetrahydrocyclopent[b]indoles, tetrahydrocarbazoles and hexahydrocyclohept[b]indoles. |
| AID219775 | Effective concentration required to produce 50% of the maximal pigment aggregation in Xenopus laevis dermal melanophore cell line | 1998 | Journal of medicinal chemistry, Feb-12, Volume: 41, Issue:4 | Mapping the melatonin receptor. 5. Melatonin agonists and antagonists derived from tetrahydrocyclopent[b]indoles, tetrahydrocarbazoles and hexahydrocyclohept[b]indoles. |
| AID230718 | Relative binding to melatonin receptor compared to melatonin, ratio of IC50 | 1997 | Journal of medicinal chemistry, Jun-20, Volume: 40, Issue:13 | Conformationally restrained melatonin analogues: synthesis, binding affinity for the melatonin receptor, evaluation of the biological activity, and molecular modeling study. |
| AID219897 | Inhibitory concentration against melatonin-induced pigment aggregation by 50% in Xenopus laevis dermal melanophore cell line | 1998 | Journal of medicinal chemistry, Feb-12, Volume: 41, Issue:4 | Mapping the melatonin receptor. 5. Melatonin agonists and antagonists derived from tetrahydrocyclopent[b]indoles, tetrahydrocarbazoles and hexahydrocyclohept[b]indoles. |
| AID107400 | Negative logarithm of relative affinity (pRA) towards melatonin receptor (relative to N-acetyl-5-methoxytryptamine (aMT)) | 1998 | Journal of medicinal chemistry, Sep-24, Volume: 41, Issue:20 | Melatonin receptor ligands: synthesis of new melatonin derivatives and comprehensive comparative molecular field analysis (CoMFA) study. |
| AID107401 | Binding affinity towards melatonin receptor in chicken brain. | 1996 | Journal of medicinal chemistry, Apr-26, Volume: 39, Issue:9 | Mapping the melatonin receptor. 4. Comparison of the binding affinities of a series of substituted phenylalkyl amides. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 5 (71.43) | 18.2507 |
| 2000's | 2 (28.57) | 29.6817 |
| 2010's | 0 (0.00) | 24.3611 |
| 2020's | 0 (0.00) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.10) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||