Diosmin
DIOSMETIN-7-O-RUTINOSIDE · Hesperedin · DIOSIMIN · DIOSMINE · SiF6 · Rubber powder · Daflon · Diosmin CRS
Identifikatoren & physikalische Daten
| CAS No. | 520-27-4 |
|---|---|
| Summenformel | C28H32O15 |
| Durchschnittliche Molmasse | 608,5 g/mol |
| Monoisotopische Masse | 608,17412032 g/mol |
| SMILES | COc1ccc(-c2cc(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3o2)cc1O |
| InChIKey | GZSOSUNBTXMUFQ-YFAPSIMESA-N |
| PubChem CID | 5281613 |
| ChEMBL | CHEMBL231884 |
| ChEBI | CHEBI:4631 |
| EC No. | 208-289-7 |
| DTXSID | DTXSID4045892 |
| Lokaler Name | Diosmin |
Chemische & physikalische Eigenschaften
| XLogP | -0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 234 |
| H-Brücken-Donoren | 8 |
| H-Brücken-Akzeptoren | 15 |
| Frei drehbare Bindungen | 7 |
| Schwere Atome | 43 |
| Formalladung | 0 |
| Komplexität | 995 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Used in Switzerland |
| Lipide | Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211] |
| Kosmetika | Antioxidant |
| LogP (Verteilungskoeffizient) | 0.14 |
| Siedepunkt | 926.8±65.0926.8±65.0 °C(Predicted) |
| Schmelzpunkt | 277-278277-278°C |
| Dissociation Constants | 6.10±0.40 |
| Collision Cross Section | 243.33 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]242.5 Ų [M+H]+ [CCS Type: TW |
| Dichte | 1.68±0.1 g/cm3(Predicted) |
| Dampfdruck | 0Pa at 20℃ |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | Practically insoluble in water, soluble in dimethyl sulfoxide, practically insoluble in alcohol. It dissolves in dilute solutions of alkali hydroxides.Soluble in DMSO (50 mg/ml), water (122 mg/ml at 25°C), and ethanol (<1 mg/ml at 25°C). |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 6.10±0.40(Predicted) |
| Farbe | Pale Beige to Brown |
| Merck | 14,3297 |
| Hauptanwendungen | food and beverages |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIOXIDANT |
| InChIKey | GZSOSUNBTXMUFQ-YFAPSIMESA-N |
| SMILES | COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2 |
| LogP (Verteilungskoeffizient) | 0.14 at 20℃ |
| CAS Datenbank | 520-27-4(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 90.8% (89 of 98) of all reports.Not ClassifiedAggregated GHS information provided per 98 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 13-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21071 |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29381000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-36/37-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Diosmin was separated from the root of Scrophularia nodosa L. in 1925. The root of Scrophularia nodosa L. has the function of nourishing, reducing fever, relieving internal heat, and detoxicating. It was firstly recorded in the Shen Nong’s Classic of Materia Medica, as a class of middle-grade drug and is currently recorded in the Ch.P 2015, Volume I. The natural resource was abundant in China, mainly provided from Zhejiang, Sichuan, Hubei, Anhui, and Jiangsu provinces. In the clinical practice, Scrophularia nodosa L. was employed to eliminate pathogenic heat from the blood. In the clinical indication, diosmin was mainly applied to treat fever, polydipsia, maculitis, gingivitis, amygdalitis, laryngopharyngitis, acute lymphadenitis, etc. It also has the biological function of antiplatelet aggregation and antitumor. The chemical components include iridoids, phenylpropanoid glycoside, flavonoids, and fatty acids.
History
Diosmin was firstly introduced as a medicine in 1969. It was launched in France in 1987 with the product name “Alvenor.” As the protecting agent for blood vessel and therapeutic agent for chronic venous disease, diosmin has been used for over 30years in EuropeDiosmin is a typical flavonoid. It could be prepared from natural resources or semisynthesized from the natural product hesperidin by dehydrogenation reaction.
Verwenden
Diosmin is an agonist of the aryl hydrocarbon receptor (AhR) and exhibits anti-proliferative and anti-inflammatory. It is used in the treatment of venous disease, i.e., chronic venous insufficiency (CVI) and hemorrhoidal disease (HD). Diosmin also reduces capillary hyperpermeability and expression of endothelial adhesion molecules (ICAM1, VCAM1). It effectively inhibits the P-glycoprotein (Pgp)-mediated efflux in cells.