Diosmin

DIOSMETIN-7-O-RUTINOSIDE · Hesperedin · DIOSIMIN · DIOSMINE · SiF6 · Rubber powder · Daflon · Diosmin CRS

https://huagongshe.com/de/chemical/5281613

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 Å² [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]242.5 Å² [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.