Rutosid

Rutin Struktur
153-18-4
CAS-Nr.
153-18-4
Bezeichnung:
Rutosid
Englisch Name:
Rutin
Synonyma:
RUTOSIDE;QUERCETIN-3-RUTINOSIDE;Rutinum;Routine;ilixathin;bioflavonoid;3,3’,4’,5,7-pentahydroxy-flavon3-(o-rhamnosylglucoside);4h-1-benzopyran-4-one,3-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucop;2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
CBNumber:
CB8153566
Summenformel:
C27H30O16
Molgewicht:
610.52
MOL-Datei:
153-18-4.mol

Rutosid Eigenschaften

Schmelzpunkt:
195 °C (dec.)(lit.)
alpha 
D23 +13.82° (ethanol); D23 -39.43° (pyridine)
Siedepunkt:
576.13°C (rough estimate)
Dichte
1.3881 (rough estimate)
Brechungsindex
1.7650 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
Löslichkeit
pyridine: 50 mg/mL
Aggregatzustand
powder
pka
6.17±0.40(Predicted)
Colour Index 
75730
Farbe
yellow to green
Wasserlöslichkeit
12.5 g/100 mL
Merck 
8304
Stabilität:
Hygroscopic
LogP
-2.020 (est)
CAS Datenbank
153-18-4(CAS DataBase Reference)
NIST chemische Informationen
Flavone-3-rutinoside, 3,3',4',5,7-pentahydroxy(153-18-4)
EPA chemische Informationen
Rutin (153-18-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 22-36/37/38
S-Sätze: 24/25-36-26
WGK Germany  3
RTECS-Nr. VM2975000
8
HS Code  29381000
Toxizität LD50 i.v. in mice: 950 mg/kg (propylene glycol soln) (Harrison)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Rutosid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Rutin is widely found in nature and is almost contained in all of the Rutaceae and Sectaceae plants, especially abundant in Rutaceae, Rutaceae, Epacridaceae of leguminous, buckwheat of Polygonaceae, Eulali of Hypericum, Berchemia polyphylla var. leioclada of Tetranychidae, and wild wutong leaves of thistle, which are also used as raw materials in rutin extraction. In addition, it also exists in the Ilex pubescens of Aquifoliaceae, Forsythia of Oleaceae, pagoda tree pod of Leguminosae, tobacco, jujube, apricots, flavedo, tomatoes, and other plants.
At present, rutin in China mainly extracted from the Sophora japonica Linn of leguminous, which is listed in top grade of Shen Nong’s Classic Materia Medica. In addition, tartary buckwheat, which is rich in rutin and flavonoids, is native to India and now produced in China’s northwest, southwest, north, south, and other places.

Chemische Eigenschaften

Pale-Yellow Crystalline Solid

Physikalische Eigenschaften

Appearance: light yellow or yellow-green needle crystal or crystalline powder, tastes slightly bitter, usually contains three crystal water, melting point at 176– 178 °C. Solubility: Rutin is soluble in methanol, pyridine, alkaline solution, and boiling water and hardly soluble in cold water, chloroform, carbon disulfide, ether, benzene, and petroleum ether.

History

In the mid-1930s, Hungarian scientist Szent Gyorgy firstly separated the flavonoid mixture. After the German pharmacy firstly made it into ranosine in 1942, the concept of vitamin P has been established worldwide. Further study proved that rutin was the most important flavonoids of vitamin P. These compounds were certified to have effects on many diseases in medical.
Recently, the research of rutin mainly focuses on the extraction process improvement, pharmacological effects, and pharmacodynamics research, aiming at improvement of its bioavailability through the development of different dosage forms. As for the extraction process, new extraction and purification methods have been developed since the original alkali extraction acid precipitation method. These methods greatly improve its extraction efficiency and reduce cost, including hot water precipitation, hot water extraction with macroporous resin adsorbing purification, ultrasonic radiation, hot water extraction with alcohol precipitation, cold alkali percolation extraction with acid precipitation, continuous reflux extraction, ethanol extraction, supercritical CO2 extraction, and enzymatic hydrolysis .
In recent years, advanced rutin dosage forms, such as rutin cyclodextrin saturation, HPMC controlled release tablets, solid dispersion tablets, coprecipitate, and rutin effervescent particles, greatly improve the rutin dissolution rate and its bioavailability.

Verwenden

Found in many plants, especially the buckwheat plant. Identity with Ilixanthin. Capillary protectant. Rutin is colored brown by tobacco enzyme under experimental conditions.

Definition

ChEBI: A rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups.

Pharmakologie

As a flavonoid substance, rutin has a significant protective effect on the cardiovascular system, including the endothelium-dependent vasodilation through NO-guanylate cyclase pathway, antagonization on platelet-activating factor (PAF), inhibition on subsequent reactions induced by PAF binding to its specific membrane receptor, and protection of myocardial cells .
Rutin also has good free radical scavenging effects. Studies showed that rutin and its derivatives had a strong free radical scavenging effect, of which rutin possessed the strongest antioxidant activity. Rutin removed superoxide anion and hydroxyl radicals, exerted a strong anti-lipid peroxidation, protected mitochondria, and enhanced the activity of superoxide dismutase (SOD).

Clinical Use

Rutin is mainly used for the adjuvant treatment of hypertension and treatment for the prevention of other bleedings due to lack of rutin, such as cerebral hemorrhage, retinal hemorrhage, purpura, acute hemorrhagic nephritis, chronic bronchitis, and abnormal blood osmolality, restoration of capillary elastic embolism, and also for the prevention and treatment of diabetes and hyperlipidemia . Troxerutin, the most important active ingredient in hydroxy rutin, is used in the treatment of varicose veins/venous disorders, hemorrhoids, lymphedema, and postoperative edema, treatment of thrombosis and cerebrovascular disease, and also in the treatment of diabetes and liver disease. Since rutin has a mild effect with low cost and less adverse reactions, especially its remarkable effect on acute cerebral infarction, it is of great worth on promotion and application of rutin .

Nebenwirkungen

Rutin is usually well tolerated. And since rutin is mostly derived from fruits and vegetables, it has mostly no adverse effects when taken orally, and rutin supplements may be safe when taken in doses of up to 600 mg per day for up to 12 weeks. Side effects may include headache or stomach upset.

läuterung methode

The vitamin crystallises from MeOH or water/EtOH, dry it in air, then dry it further for several hours at 110o or in high vacuum at 120o. It forms yellow crystals from EtOH/Me2CO/H2O (2:1:1). It has also been purified by passing (0.5g) through a Kieselgel column (30 x 5cm) with EtOAc/MeOH/H2O (100:20:15), and after 750mL have passed through, the yellow fraction of 250mL gives the glycoside (0.3g) on evaporation. [H.rhammer et al. Chem Ber 101 1183 1968, Marini-Bettòlo Gazz Chim Ital 80 631 1950, Beilstein 18/5 V 519.]

Rutosid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Rutosid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 676)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873
sales@chemdad.com China 39916 58
Pharmyao, All for life--- A Specific Trading Platform For Reference Standard Material
+86-020-81716320 +8613602409664
sales@pharmyao.com China 173 58
Chengdu ChenLv Herb Co.,Ltd
+undefined13608205856
maryextract@126.com China 127 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578
sales@hbmojin.com China 12456 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5993 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907
qinhe02@xaltbio.com China 1000 58
Hebei Anlijie Biotechnology Co., Ltd
+8619031013551
ably@aljbio.com China 177 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 55

153-18-4(Rutosid)Verwandte Suche:


  • 4-dihydroxyphenyl)-5,7-dihydroxy-yranosyl]oxy]-2-(
  • myrticalorin
  • myrticolorin
  • myticolorin
  • paliuroside
  • phytomelin
  • quercetin,3-(6-0-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside)
  • quercetin,3-(6-o-alpha-l-rhamnopyranosyl-beta-d-glucopyranoside)
  • quercetin-3,beta-rutinosid
  • quercetin3-rhamnoglucoside
  • quercetinrhamnoglucosine
  • rutinicacid
  • rutinoside,2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4h-1-benzopyran-3-yl
  • usafcf-5
  • violaquercitrin
  • (+)-RUTIN
  • RUTIN
  • RUTIN PHARMA GRADE
  • (RUTIN DAB10)
  • Rutin DAB10,DAB9,NF11
  • RUTOSIDE EXTRA PURE, DAB
  • RUTIN 98+% BY HPLC
  • RUTIN NF GRADE
  • RUTIN 97% & 99%
  • RUTIN 99+% (PRIMARY STANDARD)
  • RUTIN DAB GRADE
  • RUTIN USP STANDARD
  • Rutin NF
  • Rutin(Trihydrate)ForBiochemistry
  • RutinDab
  • Rutin(Nf11,Dab9,Dab10)
  • water-solubleinchips
  • RUTIN 3H2O
  • Rutin, 97.0-102.0%
  • 4H-1-Benzopyran-4-one, 3-6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
  • RUTAECARPINE(P)
  • Quercetin-3-rutinoside~Vitamin P
  • Violaquereitrin
  • Rutin ,98%
  • Rutin trihydrate,Quercetin-3-rutinoside trihydrate, Vitamin P trihydrate
  • Rutin hydrate,Quercetin-3-rutinoside hydrate, Vitamin P hydrate
  • Rutin (100 mg)
  • Rutin 
  • Rutin (Rutoside)
  • Rutinion
  • RUTIN USP/NF
  • (3,4-dihydroxyphenyl)-5,7-dihydroxy-
  • 4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-α-L-
  • mannopyranosyl)- β-D-glucopyranosyl]oxy]-2-
  • 3-[[6-O-(6-Deoxy-a-L-mannopyranosyl)--D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
  • NSC 9220
  • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxymethyl]oxan-2-yl]oxy-chromen-4-one
  • 5,7,3',4'-Tetrahydroxyflavonol-3-O-rutinoside
  • Violaquercetrin
  • Rutin ,99%
  • 3-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
  • GLOBULARIACITRIN
  • 3-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-1-benzopyran-4-one
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