6-iodonordihydrocapsaicin: a TRPV1 antagonist [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 5149140 |
| CHEMBL ID | 177809 |
| CHEBI ID | 107654 |
| MeSH ID | M0578842 |
| Synonym |
|---|
| HMS3268B17 |
| BRD-K49236613-001-01-5 |
| NCGC00025334-01 , |
| tocris-1975 |
| 6-iodonordihydrocapsaicin, >=98% (hplc), solid |
| CHEBI:107654 |
| CHEMBL177809 , |
| 6'-iodononivamide |
| bdbm50170053 |
| nonanoic acid 4-hydroxy-2-iodo-5-methoxy-benzylamide |
| n-(4-hydroxy-2-iodo-5-methoxybenzyl)nonanamide |
| n-[(4-hydroxy-2-iodo-5-methoxyphenyl)methyl]nonanamide |
| 6-iodonordihydrocapsaicin |
| 859171-97-4 |
| AKOS024456886 |
| DTXSID70408796 |
| Q27185977 |
| SR-01000597523-1 |
| sr-01000597523 |
| HMS3676P16 |
| HMS3412P16 |
| nonanamide, n-((4-hydroxy-2-iodo-5-methoxyphenyl)methyl)- |
| 36DPP36EQD , |
| n-((4-hydroxy-2-iodo-5-methoxyphenyl)methyl)nonanamide |
| n-(4-hydroxy-6-iodo-3-methoxybenzyl)nonanamide |
| unii-36dpp36eqd |
| PD021789 |
| Class | Description |
|---|---|
| phenols | Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring. |
| methoxybenzenes | Any aromatic ether that consists of a benzene skeleton substituted with one or more methoxy 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] | |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, Cruzipain | Trypanosoma cruzi | Potency | 31.6228 | 0.0020 | 14.6779 | 39.8107 | AID1476 |
| USP1 protein, partial | Homo sapiens (human) | Potency | 19.9526 | 0.0316 | 37.5844 | 354.8130 | AID504865 |
| TDP1 protein | Homo sapiens (human) | Potency | 29.8554 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
| aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 5.6234 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
| thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 39.8107 | 0.0013 | 18.0743 | 39.8107 | AID926; AID938 |
| glucocerebrosidase | Homo sapiens (human) | Potency | 15.8489 | 0.0126 | 8.1569 | 44.6684 | AID2101 |
| cytochrome P450 2D6 isoform 1 | Homo sapiens (human) | Potency | 7.9433 | 0.0020 | 7.5337 | 39.8107 | AID891 |
| cellular tumor antigen p53 isoform a | Homo sapiens (human) | Potency | 31.6228 | 0.3162 | 12.4435 | 31.6228 | AID902 |
| 15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 | Homo sapiens (human) | Potency | 22.3872 | 0.0018 | 15.6638 | 39.8107 | AID894 |
| mitogen-activated protein kinase 1 | Homo sapiens (human) | Potency | 39.8107 | 0.0398 | 16.7842 | 39.8107 | AID995 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 3.1623 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 3.1623 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Transient receptor potential cation channel subfamily V member 1 | Rattus norvegicus (Norway rat) | Ki | 0.7235 | 0.0001 | 0.6445 | 6.4000 | AID305010; AID305011; AID537196; AID537199 |
| Transient receptor potential cation channel subfamily V member 1 | Homo sapiens (human) | IC50 (µMol) | 0.0100 | 0.0002 | 0.6060 | 10.0000 | AID242788 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1347154 | Primary screen GU AMC qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| AID1508630 | Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
| AID305012 | Agonist activity at rat TRPV1 expressed in CHO cells assessed as maximal calcium uptake | 2007 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1 | Halogenation of 4-hydroxy-3-methoxybenzyl thiourea TRPV1 agonists showed enhanced antagonism to capsaicin. |
| AID242788 | Inhibition of 100 nM capsaicin effect on intracellular [Ca2+] concentration in HEK293 cells expressing human TRPV1 | 2005 | Journal of medicinal chemistry, Jul-14, Volume: 48, Issue:14 | The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination. |
| AID218464 | Reversal activity against vanilloid receptor 1 (TRPV1) | 2004 | Journal of medicinal chemistry, May-20, Volume: 47, Issue:11 | Vanilloid receptor TRPV1 antagonists as the next generation of painkillers. Are we putting the cart before the horse? |
| AID305010 | Displacement of [3H]RTX from rat TRPV1 expressed in CHO cells | 2007 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1 | Halogenation of 4-hydroxy-3-methoxybenzyl thiourea TRPV1 agonists showed enhanced antagonism to capsaicin. |
| AID537199 | Antagonist activity at rat TRPV1 expressed in CHO cells assessed as inhibition of capsaicin-induced calcium uptake | 2010 | Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22 | Halogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin. |
| AID305011 | Antagonist activity at rat TRPV1 expressed in CHO cells assessed as inhibition of calcium uptake | 2007 | Bioorganic & medicinal chemistry letters, Jan-01, Volume: 17, Issue:1 | Halogenation of 4-hydroxy-3-methoxybenzyl thiourea TRPV1 agonists showed enhanced antagonism to capsaicin. |
| AID537197 | Agonist activity at rat TRPV1 expressed in CHO cells assessed as increase of capsaicin-induced calcium uptake | 2010 | Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22 | Halogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin. |
| AID537196 | Displacement of [3H]RTX from rat TRPV1 expressed in CHO cells | 2010 | Bioorganic & medicinal chemistry, Nov-15, Volume: 18, Issue:22 | Halogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin. |
| [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 | 0 (0.00) | 18.2507 |
| 2000's | 3 (33.33) | 29.6817 |
| 2010's | 3 (33.33) | 24.3611 |
| 2020's | 3 (33.33) | 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 (17.47) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (11.11%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 8 (88.89%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||