7-Hydroxycoumarin-3-carboxylic acid | 779-27-1
Catalog Number | F05-0014 |
Category | Coumarin |
Molecular Formula | C10H6O5 |
Molecular Weight | 206.15 |
Catalog Number | Size | Price | Quantity |
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F05-0014 | 1 g | $439 |
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Product Introduction
7-Hydroxycoumarin-3-carboxylic acid is a none-activated, amine-reactive pH indicator.
Chemical Information |
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Synonyms | Umbelliferone-3-carboxylic acid |
Purity | >98.0%(HPLC) |
IUPAC Name | 7-hydroxy-2-oxochromene-3-carboxylic acid |
Canonical SMILES | C1=CC2=C(C=C1O)OC(=O)C(=C2)C(=O)O |
InChI | InChI=1S/C10H6O5/c11-6-2-1-5-3-7(9(12)13)10(14)15-8(5)4-6/h1-4,11H,(H,12,13) |
InChI Key | LKLWLDOUZJEHDY-UHFFFAOYSA-N |
Appearance | Beige Crystalline |
Melting Point | 263 °C |
MDL Number | MFCD00017491 |
- Product Specification
- Application
Condition To Avoid | Light Sensitive,Heat Sensitive |
Storage | <0 °C |
Signal | Warning |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
7-Hydroxycoumarin-3-carboxylic acid, a versatile coumarin derivative, boasts a plethora of applications due to its fluorescent properties and biological activities. Here are four key applications of this compound:
Fluorescent Probes: Standing as a stalwart fluorescent probe in biochemical and cell biology research, 7-Hydroxycoumarin-3-carboxylic acid shines brightly with its robust fluorescence emission, serving as an impeccable instrument for tracking molecular interactions and cellular processes. Researchers harness its capabilities in various assays to monitor enzyme activities, binding events, or visualize intricate cellular structures under high-powered microscopes.
Drug Discovery: Embodying an indispensable role in drug discovery and development, this compound acts as a pharmacophore for designing novel drugs. Its distinctive chemical structure engages with a myriad of biological targets, laying the groundwork for creating inhibitors, agonists, or antagonists. Particularly prized in high-throughput screening, it aids in pinpointing potential therapeutic candidates with precision and efficiency.
Environmental Monitoring: Playing a pivotal role in environmental monitoring, 7-Hydroxycoumarin-3-carboxylic acid, with its sensitivity and fluorescence properties, acts as a potent chemical indicator. It enables the detection of pollutants such as heavy metals in water. By analyzing fluctuations in its fluorescence, scientists can accurately assess levels of environmental contamination, facilitating proactive measures to safeguard ecosystems.
Photodynamic Therapy: Spearheading innovation in cancer treatment, 7-Hydroxycoumarin-3-carboxylic acid holds promise in photodynamic therapy (PDT). When activated by light, it triggers the generation of reactive oxygen species that induce targeted cell death in cancerous tissues. This targeted approach minimizes collateral damage to healthy cells, enhancing the efficacy of cancer treatments.
Computed Properties | |
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XLogP3 | 1.8 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 1 |
Exact Mass | 206.02152329 g/mol |
Monoisotopic Mass | 206.02152329 g/mol |
Topological Polar Surface Area | 83.8Ų |
Heavy Atom Count | 15 |
Formal Charge | 0 |
Complexity | 333 |
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 |
Literatures
PMID | Publication Date | Title | Journal |
---|---|---|---|
22392808 | 2012-07-01 | Fluorescent assay for directed evolution of perhydrolases | Journal of biomolecular screening |
22500730 | 2012-07-01 | Mechanism of radiation-induced reactions in aqueous solution of coumarin-3-carboxylic acid: effects of concentration, gas and additive on fluorescent product yield | Free radical research |
22276179 | 2012-01-01 | TiO2 nanoparticles are phototoxic to marine phytoplankton | PloS one |
19877615 | 2009-11-25 | Photoactive yellow protein-based protein labeling system with turn-on fluorescence intensity | Journal of the American Chemical Society |
17828251 | 2007-10-01 | Expanding the promiscuity of a natural-product glycosyltransferase by directed evolution | Nature chemical biology |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-114621752-A | A room temperature phosphorescent water-based polymer anti-counterfeiting material and its preparation method and application | 2021-12-03 |
CN-114621752-B | A room temperature phosphorescent water-based polymer anti-counterfeiting material and its preparation method and application | 2021-12-03 |
CN-113774021-A | A kind of preparation method of biomaterial scaffold containing mesenchymal stem cell spheres | 2021-08-25 |
WO-2022241110-A1 | Coronavirus t cell epitopes, megapools and uses thereof | 2021-05-13 |
CN-113200988-B | Synthesis and application of bifunctional fluorescent probe for simultaneously detecting hydroxyl free radicals and viscosity | 2021-05-11 |
Applications of Fluorescent Probes & Dyes
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