Eupatoriochromene is a naturally occurring flavonoid compound found in various plant species, including Eupatorium species. It exhibits a range of biological activities, including antioxidant, anti-inflammatory, and anticancer properties. The compound's synthesis involves a complex series of enzymatic reactions within the plant. Researchers are investigating its potential therapeutic applications, particularly in the treatment of inflammatory diseases and cancer. Studies have shown that Eupatoriochromene can modulate the activity of various signaling pathways involved in inflammation and cancer cell growth. Its antioxidant properties are attributed to its ability to scavenge free radicals and protect cells from oxidative damage.'
| ID Source | ID |
|---|---|
| PubMed CID | 100768 |
| CHEMBL ID | 443462 |
| CHEBI ID | 4936 |
| Synonym |
|---|
| BRD-K55704455-001-02-2 |
| DIVK1C_006294 |
| KBIO1_001238 |
| SDCCGMLS-0066474.P001 |
| nsc363789 |
| chromene deriv (herz) |
| nsc-363789 |
| SPECTRUM_000670 |
| SPECTRUM5_000063 |
| MEGXP0_001834 |
| BSPBIO_002752 |
| inchi=1/c13h14o3/c1-8(14)10-6-9-4-5-13(2,3)16-12(9)7-11(10)15/h4-7,15h,1-3h |
| ethanone, 1-(7-hydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl)- |
| 1-(7-hydroxy-2,2-dimethyl-2h-chromen-6-yl)-ethanone |
| 1-(7-hydroxy-2,2-dimethyl-2h-chromen-6-yl)ethanone |
| 1-(7-hydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl)-ethanone |
| C09006 , |
| 19013-03-7 |
| eupatoriochromene |
| NCGC00095249-02 |
| NCGC00095249-01 |
| KBIOGR_001963 |
| KBIO2_003718 |
| KBIO2_006286 |
| KBIOSS_001150 |
| KBIO2_001150 |
| KBIO3_002252 |
| SPECTRUM4_001452 |
| SPBIO_000761 |
| SPECTRUM2_000671 |
| SPECTRUM3_001246 |
| SPECPLUS_000198 |
| SPECTRUM300061 |
| NCGC00095249-03 |
| 1-(7-hydroxy-2,2-dimethylchromen-6-yl)ethanone |
| 7-demethylencecalin |
| CHEMBL443462 |
| demethylencecalin |
| chebi:4936 , |
| HMS1923G11 |
| desmethylencecalin |
| o9y1uy34hc , |
| unii-o9y1uy34hc |
| nsc 363789 |
| CCG-38569 |
| AKOS022652862 |
| SVUVYHFYZBCYRF-UHFFFAOYSA-N |
| 1-(7-hydroxy-2,2-dimethyl-chromen-6-yl)ethanone |
| DTXSID70172485 |
| CS-W000239 |
| NCGC00095249-04 |
| 1-(7-hydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl)ethanone |
| ketone, 7-hydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl methyl |
| 6-acetyl-7-hydroxy-2,2-dimethylchromene |
| de(methyl)encecalin |
| 1-(7-hydroxy-2,2-dimethyl-2h-chromen-6-yl)ethan-1-one |
| Q27106568 |
| FS-10526 |
| HY-119596 |
| CS-0070032 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs." | ( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019) | 0.51 |
| Class | Description |
|---|---|
| 1-benzopyran | |
| [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, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 22.3872 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 14.1254 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
| glucocerebrosidase | Homo sapiens (human) | Potency | 39.8107 | 0.0126 | 8.1569 | 44.6684 | AID2101 |
| 15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 | Homo sapiens (human) | Potency | 25.1189 | 0.0018 | 15.6638 | 39.8107 | AID894 |
| nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 19.6221 | 0.0079 | 8.2332 | 1,122.0200 | AID2546; AID2551 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 31.6228 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| 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. |
| AID1296008 | Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | 2020 | SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1 | Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening. |
| AID1347160 | Primary screen NINDS Rhodamine 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. |
| AID1346987 | P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID1347159 | Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay | 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. |
| AID1346986 | P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID540299 | A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis | 2010 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21 | Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. |
| AID588519 | A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities | 2011 | Antiviral research, Sep, Volume: 91, Issue:3 | High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors. |
| 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. |
| 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. |
| [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 | 2 (20.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 6 (60.00) | 24.3611 |
| 2020's | 2 (20.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (10.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 9 (90.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||