Introduction：Basic information about Esculetin CAS 305-01-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Esculetin Basic information
| Product Name: | Esculetin |
| Synonyms: | CICHORIGENIN;CICHERINGENIN;ESCULETOL;ESCULETIN;LABOTEST-BB LT00233229;AESCULETIN;AKOS 215-98;6,7-DIHYDROXY-CHROMEN-2-ONE |
| CAS: | 305-01-1 |
| MF: | C9H6O4 |
| MW: | 178.14 |
| EINECS: | 206-161-5 |
| Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Coumarin;Fluorescent;Inhibitors;Coumarins;Analytical Chemistry;Mass Spectrometry;Matrix Materials (MALDI-TOF-MS) |
| Mol File: | 305-01-1.mol |
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Esculetin Chemical Properties
| Melting point | 271-273 °C(lit.) |
| Boiling point | 270.35°C (rough estimate) |
| density | 1.3431 (rough estimate) |
| refractive index | 1.4500 (estimate) |
| storage temp. | 2-8°C |
| solubility | Solubility Almost insoluble in boiling water, ether; soluble in hot ethanol, glacial acetic acid |
| pka | 1.71(at 25℃) |
| form | powder |
| color | Light yellow |
| PH Range | Weak blue uorescence (1.5) to strong blue uorescence (2.0) |
| Water Solubility | slightly soluble |
| Merck | 14,3697 |
| BRN | 152788 |
| Major Application | antiinflammatory, Herbicides, cosmetics, teeth whitening agent, antifungal, neurodegenerative andfungal, antibacterial, antiviral, treating drug-induced weight gain, neurodegenerative and blood coagulation disorders, cancer, amyloidosis, skin impairments and baldness |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| InChI | 1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H |
| InChIKey | ILEDWLMCKZNDJK-UHFFFAOYSA-N |
| SMILES | Oc1cc2OC(=O)C=Cc2cc1O |
| LogP | 0.980 (est) |
| CAS DataBase Reference | 305-01-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Coumarin, 6,7-dihydroxy-(305-01-1) |
| EPA Substance Registry System | Esculetin (305-01-1) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| RTECS | GN6382500 |
| HS Code | 29322090 |
| Storage Class | 11 - Combustible Solids |
Esculetin Usage And Synthesis
| Chemical Properties | YELLOWISH CRYSTALLINE POWDER |
| Uses | antifungal, hepatoprotective, IL-1 inhibitor |
| Uses | In filters for absorption of ultraviolet light. |
| Uses | In the presence of esculetin and HA14-1 (sc-205911) expression of the death receptor 4 (DR4) has been observed to be upregulated and extracellular-regulated kinase (ERK) to be activated. Other studies suggest that esculetin upregulates death receptor 5 (DR5) protein expression, and enhances TRAIL-induced apoptosis. It also inhibits the activity of 12-LO (12-lipoxygenase), and decreases leukotriene biosynthesis during 5-LO inhibition. |
| Definition | ChEBI: A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light. |
| General Description | Esculetin is a derivative of coumarin, found in various plant species including Cichorium intybus (chicory), Bougainvillea spectabilis, Artemisia capillaris, etc and leaves of Citrus limonia (Rutaceae), Ceratostigma willmottianum, etc. It exhibits multiple pharmacological activities and is found to be a potent inhibitor of cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, catechol-O-methyl transferase, NADPH oxidase and xanthine oxidase enzymes. |
| Purification Methods | It forms prisms from AcOH, aqueous EtOH or aqueous MeOH, and provides leaflets on sublimation in a vacuum. [Kagan J Am Chem Soc 88 2617 1966, Marby et al. Phytochemistry 4 492 1965.] Esculin (the 6-glucoside) has m 215o(dec), [] D -41o (c 5, pyridine). [Beilstein 18 III/IV 1322, 18/3 V 202.] |
Esculetin Preparation Products And Raw materials
| Raw materials | 1,4-Benzoquinone-->[1,3]DIOXOLO[4,5-G]CHROMEN-6-ONE-->6,7-DIHYDROXYCOUMARIN-7-BENZYL ETHER-->Scopoletin-->3,4-DIHYDROXY-6-NITROBENZALDEHYDE-->Esculin-->2,4,5-TRIHYDROXYBENZALDEHYDE-->6-Hydroxycoumarin-->6-HYDROXY-7-METHOXYCOUMARIN-->1,2,4-Triacetoxybenzene-->7,8-DIHYDROXY-6-METHOXYCOUMARIN |
| Preparation Products | SCOPARONE |
