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7-Ethoxy-4-trifluoromethylcoumarin | CAS 115453-82-2
| Catalog Number | A18-0068 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C12H9F3O3 |
| Molecular Weight | 258.19 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
7-Ethoxy-4-trifluoromethylcoumarin is a fluorogenic substrate for cytochrome P-450 to determine the enzymatic activity.
Chemical Information
Application
Computed Properties
Literatures
Patents
| Synonyms | 7-Ethoxy-4-(trifluoromethyl)coumarin; 7-ethoxy-4-(trifluoromethyl)-2H-chromen-2-one; 7-ethoxy-4-(trifluoromethyl)chromen-2-one |
| IUPAC Name | 7-ethoxy-4-(trifluoromethyl)chromen-2-one |
| Canonical SMILES | CCOC1=CC2=C(C=C1)C(=CC(=O)O2)C(F)(F)F |
| InChI | InChI=1S/C12H9F3O3/c1-2-17-7-3-4-8-9(12(13,14)15)6-11(16)18-10(8)5-7/h3-6H,2H2,1H3 |
| InChIKey | OLHOIERZAZMHGK-UHFFFAOYSA-N |
7-Ethoxy-4-trifluoromethylcoumarin, a versatile synthetic organic compound widely utilized in biological and chemical research, offers a plethora of applications.
Fluorescent Probes: Illuminating the field of molecular and cellular studies, 7-Ethoxy-4-trifluoromethylcoumarin acts as a radiant fluorescent probe, shining a bright light on imaging and monitoring biological phenomena within live cells. Its ability to visualize enzyme activities, track metabolic processes, and observe cellular events in real-time is unmatched thanks to its high fluorescence quantum yield, making it a standout in biological imaging.
Enzyme Activity Assays: At the forefront of measuring cytochrome P450 enzyme activities, this compound plays a pivotal role. As a substrate for specific CYP450 enzymes, 7-Ethoxy-4-trifluoromethylcoumarin undergoes metabolism, yielding a fluorescent product that can be quantitatively measured. This method is indispensable for assessing drug metabolism, elucidating the impact of pharmaceuticals on enzyme functions, and shedding light on critical aspects of drug interactions.
Drug Discovery: In the dynamic landscape of drug discovery, 7-Ethoxy-4-trifluoromethylcoumarin emerges as a valuable tool in high-throughput screening assays. Pharmaceutical companies leverage its unique properties to swiftly screen extensive compound libraries for potential drug candidates capable of modulating enzyme activities. Its fluorescence characteristics enable rapid and sensitive detection, positioning it as an indispensable asset in the drug development pipeline, accelerating the quest for innovative therapeutics.
Toxicology Studies: Steering into the realm of toxicological assessments, 7-Ethoxy-4-trifluoromethylcoumarin offers crucial insights into the effects of xenobiotics on liver enzyme functions. Researchers delve into how various compounds impact metabolic pathways involving CYP450 enzymes, key for assessing the toxicological profiles of new chemicals and drugs. These studies are paramount in ensuring human safety, forming the backbone of rigorous evaluations of chemical compounds for potential risks and benefits.
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 258.05037863 g/mol |
| Monoisotopic Mass | 258.05037863 g/mol |
| Topological Polar Surface Area | 35.5Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 362 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23850985 | 2013-09-01 | Interactions of sesquiterpenes zederone and germacrone with the human cytochrome P450 system | Toxicology in vitro : an international journal published in association with BIBRA |
| 22888116 | 2012-11-01 | Increase of human CYP1B1 activities by acidic phospholipids and kinetic deuterium isotope effects on CYP1B1 substrate oxidation | Journal of biochemistry |
| 21964418 | 2011-11-15 | Characterization of inhibitory effects of perfluorooctane sulfonate on human hepatic cytochrome P450 isoenzymes: focusing on CYP2A6 | Chemico-biological interactions |
| 21659470 | 2011-09-01 | Polymorphic variants of cytochrome P450 2B6 (CYP2B6.4-CYP2B6.9) exhibit altered rates of metabolism for bupropion and efavirenz: a charge-reversal mutation in the K139E variant (CYP2B6.8) impairs formation of a functional cytochrome p450-reductase complex | The Journal of pharmacology and experimental therapeutics |
| 21510666 | 2011-06-07 | Structural analysis of mammalian cytochrome P450 2B4 covalently bound to the mechanism-based inactivator tert-butylphenylacetylene: insight into partial enzymatic activity | Biochemistry |
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2021074162-A1 | Genetically modified human stem cell expressing a mutant human cytochrome p450 2b6 protein and use thereof in the treatment of cancer | 2019-10-14 |
| WO-2021074167-A1 | Genetically modified human stem cell expressing a mutant human cytochrome p450 2b6 protein and use thereof in the treatment of cancer | 2019-10-14 |
| TW-202128986-A | Cellule souche humaine génétiquement modifiée exprimant une protéine cytochrome p450 2b6 humaine mutante et son utilisation dans le traitement du cancer | 2019-10-14 |
| EP-4045633-A1 | Genetically modified human stem cell expressing a mutant human cytochrome p450 2b6 protein and use thereof in the treatment of cancer | 2019-10-14 |
| EP-4045634-A1 | Genetically modified human stem cell expressing a mutant human cytochrome p450 2b6 protein and use thereof in the treatment of cancer | 2019-10-14 |
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