Methoxycourmarin, 7-
7-Methoxycoumarin
CAS: 531-59-9
Molecular Formula: C10H8O3
Methoxycourmarin, 7- - Names and Identifiers
Methoxycourmarin, 7- - Physico-chemical Properties
| Molecular Formula | C10H8O3 |
| Molar Mass | 176.17 |
| Density | 1.1795 (rough estimate) |
| Melting Point | 117-121°C(lit.) |
| Boling Point | 247.77°C (rough estimate) |
| Flash Point | 138.6°C |
| Water Solubility | MISCIBLE |
| Solubility | Soluble in methanol, ethanol and other organic solvents, insoluble in water |
| Vapor Presure | 0.000121mmHg at 25°C |
| Appearance | Light yellow to yellow (Solid) |
| Color | Beige to salmon-pinkish |
| BRN | 141728 |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4500 (estimate) |
| MDL | MFCD00006876 |
| In vitro study | Herniarin is cytotoxic to breast carcinoma cell line MCF-7 with an IC 50 of 207.6 µM. Herniarin (100 µM) also induces apoptosis in MCF-7 cells. Herniarin alone has no obvious cytotoxicity on transitional cell carcinoma (TCC) cells, but when in combination with 5 µg/mL cisplatin, Herniarin (80 µg/mL) potently enhances the antitumor effect of cisplatin, and increases chromatin condensation. |
Methoxycourmarin, 7- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | DJ3100380 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 32129000 |
| Hazard Class | IRRITANT |
Methoxycourmarin, 7- - Reference
| Reference Show more | 1. [IF=6.576] Li Guijie et al."Effects of Cold-Pressing and Hydrodistillation on the Active Non-volatile Components in Lemon Essential Oil and the Effects of the Resulting Oils on Aging-Related Oxidative Stress in Mice."Front Nutr. 2021 Jun;0:329 2. [IF=5.64] Han Songting et al."Preliminary Studies on the Antibacterial Mechanism of a New Plant-Derived Compound, 7-Methoxycoumarin, Against Ralstonia solanacearum."Front Microbiol. 2021 Aug;0:2254 3. [IF=3.963] Lin Cai et al."Plant-derived compounds: A potential source of drugs against Tobacco mosaic virus."Pestic Biochem Phys. 2020 Oct;169:104589 4. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
Methoxycourmarin, 7- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | 7-methoxycoumarin (7-methoxycoumarin) is a simple coumarin compound, easily soluble in methanol, ethanol and other organic solvents, insoluble in water, colorless crystalline, melting point 117-118 ℃. 7-methoxycoumarin not only has certain medicinal value and exists in natural drugs; it is also an important intermediate for the synthesis of coumarin derivatives. |
| fluorescence spectral properties | the three-dimensional fluorescence spectrum of 7-methoxycoumarin has two sets of fluorescence peaks, λex/λem = 215/392 nm (weak peak) and 325/392 nm (strong peak). Under the conditions of 7-methoxycoumarin strong acid, acidic to weak alkaline, weak alkaline to strong alkaline solution, the change trend of the fluorescence intensity of the solution is: enhanced, basically unchanged, weakened to almost no fluorescence. (2) When investigating the effect of different methanol-water ratio solvents on the fluorescence spectrum of 7-methoxycoumarin, it was found that with the increase of methanol volume content, the maximum emission wavelength of 7-methoxycoumarin had a blue shift, the fluorescence intensity had a downward trend, and the spectral shape basically did not change. (3) The fluorescence intensity of 7-methoxycoumarin was completely quenched by metal ion Fe3. Cu2 ,Ag and Ni2 reduced the fluorescence intensity of 7-methoxycoumarin slightly, while other metal ions had no effect. The standard curve of 7-methoxycoumarin was investigated, with good linear relationship and 0.999 correlation coefficient. (4) The fluorescence quantum yield of 7-methoxycoumarin was 0.44 at the excitation wavelength of 325nm by reference method, indicating that 7-methoxycoumarin is a strong fluorescent compound. Picture: Fluorescence spectra of 7-methoxycoumarin in methanol with different contents |
| References | [1] Yang Chunfei. Study on Fluorescence Properties and Analytical Methods of Artemisinolide and 7-methoxycoumarin [D]. Hebei Normal University, 2011. [2] Wang Qian, Wang Feng, Xue Song, et al.. Separation and Content Determination of 7-Methoxycoumarin in Herba Artemisiae Sinensis [J]. Journal of Shenyang Pharmaceutical University, 2003, 20(1):12-14. |
| biological activity | Herniarin is a common natural coumarin compound in flowering plants and has anti-tumor effect. |
| use | for content determination/identification/pharmacological experiments, etc. |
Last Update：2024-04-09 20:45:29
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