Rutin . trihydrate

Specifications / Handling

More Information
Product Details
Synonyms	Quercetin-3-rutinoside; Vitamin P; Rutoside; Phytomelin; Sophorin; Birutan; Eldrin; Globularicitrin; Oxyritin; Violaquercitrin; BRN 0075455; C.I. 75730; NSC9220
Product Type	Chemical
Properties
Formula	C₂₇H₃₀O₁₆ . 3H₂0
MW	610.5 . 54.0
CAS	250249-75-3
Source/Host Chemicals	Isolated from Ruta graveolens.
Purity Chemicals	≥95% (NMR)
Appearance	Off-white to pale yellow powder
Solubility	Soluble in DMSO, acetone, dichloromethane or ethyl acetate.
Identity	Determined by ¹H-NMR.
InChi Key	IKGXIBQEEMLURG-BNBQMXROSA-N
Smiles	CC1O[C@@H](OCC2O[C@@H](OC3=C(OC4=C(C(O)=CC(O)=C4)C3=O)C3=CC=C(O)C(O)=C3)C(O)[C@H](O)[C@@H]2O)C(O)[C@@H](O)[C@H]1O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light.
Use/Stability	Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Antioxidant. Free radical scavenger. Nitric oxide (NO) scavenger [1, 5, 6].
Anticancer compound [2, 18].
Antiproliferative [10].
Apoptosis inducer [11].
Reduces induced DNA damage. Protective against carcinogenesis [3].
Hypolipidaemic. Reduces triacylglycerol levels [4].
Anti-inflammatory [5, 15].
Platelet aggregation inhibitor [7].
Anti-hyperglycaemic. Anti-adipogenic [8, 9].
Insulin-mimetic. Activates synthesis of glucose transporter GLUT4 [17].
Neuroprotective [16].
Cardioprotective. Reduces lipid peroxidation [12].
Weak α-glucosidase inhibitor [13].
Vasodilatory compound [14].
Brown fat activator [19].

Product References

Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation: I.B. Afanas'ev, et al.; Biochem. Pharmacol. 38, 1763 (1989)
Quercetin and rutin as inhibitors of azoxymethanol-induced colonic neoplasia: E.E. Deschner, et al.; Carcinogenesis 12, 1193 (1991)
Protective effect of rutin, a flavonol glycoside, on the carcinogen-induced DNA damage and repair enzymes in rats: R.P. Webster, et al.; Cancer Lett. 109, 185 (1996)
Hypolipidaemic effects of naringenin, rutin, nicotinic acid and their associations: K.F. Santos, et al.; Pharmacol. Res. 40, 493 (1999)
Oxidative stress in rheumatoid arthritis leukocytes: suppression by rutin and other antioxidants and chelators: E.A. Ostrakhovitch & I.B. Afanas'ev; Biochem. Pharmacol. 62, 743 (2001)
In vitro and in vivo inhibitory activities of rutin, wogonin, and quercetin on lipopolysaccharide-induced nitric oxide and prostaglandin E(2) production: S.C. Shen, et al.; Eur. J. Pharmacol. 446, 187 (2002)
Mechanisms involved in the antiplatelet activity of rutin, a glycoside of the flavonol quercetin, in human platelets: J.R. Shen et al.; J. Agric. Food Chem. 52, 4414 (2004)
Antihyperglycaemic and antioxidant effect of rutin, a polyphenolic flavonoid, in streptozotocin-induced diabetic wistar rats: N. Kamalakkannan & P.S. Prince; Basic Clin. Pharmacol. Toxicol. 98, 97 (2006)
Anti-adipogenic activity of rutin in 3T3-L1 cells and mice fed with high-fat diet: I. Choi, et al.; Biofactors 26, 273 (2006)
Rutin inhibits the proliferation of murine leukemia WEHI-3 cells in vivo and promotes immune response in vivo: J.P. Lin|et al.; Leuk. Res. 33, 823 (2009)
The flavonoid rutin but not the alkaloid arborinine induces apoptosis in a B-cell hybridoma cell line: R. Roseghini, et al.; Planta Med. 75, 488 (2009)
Cardioprotective effect of tetrahydrocurcumin and rutin on lipid peroxides and antioxidants in experimentally induced myocardial infarction in rats: M.S. Ali, et al.; Pharmazie 64, 132 (2009)
Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase: Y.Q. Li, et al.; J. Agric. Food Chem. 57, 11463 (2009)
Vasorelaxant and hypotensive effects of the extract and the isolated flavonoid rutin obtained from Polygala paniculata L: R. Lapa Fda, et al.; J. Pharm. Pharmacol. 63, 875 (2011)
Rutin attenuates cisplatin induced renal inflammation and apoptosis by reducing NFκB, TNF-α and caspase-3 expression in wistar rats: W. Arjumand, et al.; Food Chem. Toxicol. 49, 2013 (2011)
Rutin inhibits β-amyloid aggregation and cytotoxicity, attenuates oxidative stress, and decreases the production of nitric oxide and proinflammatory cytokines: S.W. Wang, et al.; Neurotoxicology 33, 482 (2012)
Involvement of GLUT-4 in the stimulatory effect of rutin on glucose uptake in rat soleus muscle: V.D. Kappel, et al.; J. Pharm. Pharmacol. 65, 1179 (2013)
Rutin Exerts Antitumor Effects on Nude Mice Bearing SW480 Tumor: A.J. Alonso-Castro, et al.; Arch. Med. Res. 44, 346 (2013)
Rutin ameliorates obesity through brown fat activation: X. Yuan, et al.; FASEB J. 31, 333 (2016)

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