1-(6-hydroxy-2-isopropenyl-1-benzofuran-5-yl)-1-ethanone: from Petasites hybridus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Petasites | genus | A plant genus of the family ASTERACEAE. Members contain SESQUITERPENES. The common name of sweet coltsfoot is similar to the common name for TUSSILAGO.[MeSH] | Asteraceae | A large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 119039 |
| CHEMBL ID | 503938 |
| CHEBI ID | 67437 |
| SCHEMBL ID | 1675976 |
| MeSH ID | M000596803 |
| Synonym |
|---|
| BRD-K26383086-001-02-8 |
| DIVK1C_006242 |
| KBIO1_001186 |
| SPECTRUM_000622 |
| BSPBIO_002678 |
| SPECTRUM5_000021 |
| NCGC00095568-01 |
| KBIO2_006238 |
| KBIO2_003670 |
| KBIOSS_001102 |
| KBIOGR_001921 |
| KBIO3_002178 |
| KBIO2_001102 |
| SPECPLUS_000146 |
| SPBIO_000272 |
| SPECTRUM2_000306 |
| SPECTRUM3_001229 |
| SPECTRUM4_001441 |
| SPECTRUM300007 |
| NCGC00095568-03 |
| NCGC00095568-02 |
| euparin |
| chebi:67437 , |
| CHEMBL503938 |
| 532-48-9 |
| 1-(6-hydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone |
| NCGC00095568-04 |
| 46ya021enm , |
| unii-46ya021enm |
| ethanone, 1-(6-hydroxy-2-(1-methylethenyl)-5-benzofuranyl)- |
| 1-(6-hydroxy-2-(1-methylethenyl)-5-benzofuranyl)ethanone |
| CCG-38583 |
| 1-(6-hydroxy-2-(prop-1-en-2-yl)benzofuran-5-yl)ethanone |
| ketone, 6-hydroxy-2-isopropenyl-5-benzofuranyl methyl |
| euparin [mi] |
| euparine |
| SCHEMBL1675976 |
| OPUFDNZTKHPZHM-UHFFFAOYSA-N |
| ethanone, 1-[6-hydroxy-2-(1-methylethenyl)-5-benzofuranyl]- |
| DTXSID40201256 |
| AKOS028108491 |
| 1-(6-hydroxy-2-isopropenyl-1-benzofuran-5-yl)-1-ethanone |
| SR-05000002456-1 |
| sr-05000002456 |
| 1-[6-hydroxy-2-(prop-1-en-2-yl)-1-benzofuran-5-yl]ethan-1-one |
| Q27135902 |
| BRD-K26383086-001-03-6 |
| MS-23187 |
| E88715 |
| CS-0032281 |
| HY-N4161 |
| Excerpt | Relevance | Reference |
|---|---|---|
| " The evaluation of the antifeedant activity of each test compound used the ED50 value based on the dose-response curve that was calculated with the probit method." | ( Structure-activity Relationship for the Insect Antifeedant Activity of Benzofuran Derivatives. Fujitaka, T; Komai, K; Morimoto, M; Urakawa, M, 1999) | 0.3 |
| Role | Description |
|---|---|
| metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| [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 |
|---|---|
| benzofurans | |
| [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) |
|---|---|---|---|---|---|---|---|
| Microtubule-associated protein tau | Homo sapiens (human) | Potency | 17.7828 | 0.1800 | 13.5574 | 39.8107 | AID1460 |
| nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 0.4467 | 0.0079 | 8.2332 | 1,122.0200 | AID2551 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 31.6228 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| lamin isoform A-delta10 | Homo sapiens (human) | Potency | 14.1254 | 0.8913 | 12.0676 | 28.1838 | AID1487 |
| Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 31.6228 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| plasma membrane | Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) |
| plasma membrane | Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) |
| plasma membrane | Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID354693 | Toxicity in brine shrimp | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID354694 | Phytogrowth-inhibitory activity against Amaranthus hypochondriacus assessed as inhibition of seedling growth petri dish bioassay | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID354691 | Cytotoxicity against human HT29 cells after 7 days by MTT assay | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID354696 | Antimicrobial activity against Candida albicans ATCC 10231 by agar dilution method | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID402401 | Growth inhibition of last instar larvae of Tenebrio molitor assessed as duration of pupal stage at 120 ug/larvae, applied topically measured every 24 hrs for 30 days | 1998 | Journal of natural products, Oct, Volume: 61, Issue:10 | Growth-inhibitory activities of benzofuran and chromene derivatives toward Tenebrio molitor. |
| AID977602 | Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID354695 | Antimicrobial activity against Trichophyton mentagrophytes ATCC 9129 by agar dilution method | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID977599 | Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID1099321 | Antifeedant activity against Spodoptera litura third-instar larvae fed on compound treated fresh sweet potato leaves by dual choice leaf disk assay | 1999 | Bioscience, biotechnology, and biochemistry, , Volume: 63, Issue:5 | Structure-activity Relationship for the Insect Antifeedant Activity of Benzofuran Derivatives. |
| AID354689 | Phytogrowth-inhibitory activity against Echinochloa crus-galli assessed as inhibition of seedling germination by petri dish bioassay | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID402400 | Growth inhibition of last instar larvae of Tenebrio molitor assessed as successful pupation at 120 ug/larvae, applied topically measured every 24 hrs for 30 days | 1998 | Journal of natural products, Oct, Volume: 61, Issue:10 | Growth-inhibitory activities of benzofuran and chromene derivatives toward Tenebrio molitor. |
| AID603128 | Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/cytochalasin B-induced elastase release using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as elastase substrate at 10 ug/mL after 5 mins | 2011 | Journal of natural products, May-27, Volume: 74, Issue:5 | Thymol, benzofuranoid, and phenylpropanoid derivatives: anti-inflammatory constituents from Eupatorium cannabinum. |
| AID354690 | Cytotoxicity against human MCF7 cells after 7 days by MTT assay | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID354697 | Antimicrobial activity against Aspergillus niger ATCC 16888 by agar dilution method | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| AID1099320 | Lipophilicity of the compound assessed as retardation factor using hexane-ethyl acetate solvent system (5:2) on silica gel TLC plate system | 1999 | Bioscience, biotechnology, and biochemistry, , Volume: 63, Issue:5 | Structure-activity Relationship for the Insect Antifeedant Activity of Benzofuran Derivatives. |
| AID603126 | Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/cytochalasin B-induced superoxide anion production at 10 ug/mL after 5 mins by spectrophotometer analysis | 2011 | Journal of natural products, May-27, Volume: 74, Issue:5 | Thymol, benzofuranoid, and phenylpropanoid derivatives: anti-inflammatory constituents from Eupatorium cannabinum. |
| AID354692 | Cytotoxicity against human A549 cells after 7 days by MTT assay | 1996 | Journal of natural products, Mar, Volume: 59, Issue:3 | Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. |
| 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. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
| AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal of biomolecular screening, Jul, Volume: 21, Issue:6 | A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway. |
| AID1159550 | Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening | 2015 | Nature cell biology, Nov, Volume: 17, Issue:11 | 6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling. |
| [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 | 3 (17.65) | 18.2507 |
| 2000's | 1 (5.88) | 29.6817 |
| 2010's | 8 (47.06) | 24.3611 |
| 2020's | 5 (29.41) | 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 (12.79) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (5.88%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 16 (94.12%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||