Rutin . trihydrate

AdipoGen Life Sciences
Product Code: AG-CN2-0408
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AG-CN2-0408-G0055 g£35.00
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Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Quercetin-3-rutinoside; Vitamin P; Rutoside; Phytomelin; Sophorin; Birutan; Eldrin; Globularicitrin; Oxyritin; Violaquercitrin; BRN 0075455; C.I. 75730; NSC9220
Appearance:
Pale yellow powder.
CAS:
250249-75-3
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H302
InChi:
InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8?,15?,17-,18+,20?,21?,22?,23?,26+,27-/m0/s1
InChiKey:
IKGXIBQEEMLURG-BNBQMXROSA-N
Long Description:
Chemical. CAS: 250249-75-3. Formula: C27H30O16 . 3H20. MW: 610.5 . 54.0. Isolated from Ruta graveolens. Antioxidant. Free radical scavenger. Nitric oxide (NO) scavenger. Anticancer compound. Antiproliferative. Apoptosis inducer. Reduces induced DNA damage. Protective against carcinogenesis. Hypolipidaemic. Reduces triacylglycerol levels. Anti-inflammatory. Platelet aggregation inhibitor. Anti-hyperglycaemic. Anti-adipogenic. Insulin-mimetic. Activates synthesis of glucose transporter GLUT4. Neuroprotective. Cardioprotective. Reduces lipid peroxidation. Weak alpha-glucosidase inhibitor. Vasodilatory compound.
MDL:
MFCD00149490
Molecular Formula:
C27H30O16 . 3H20
Molecular Weight:
610.5 . 54.0
Package Type:
Vial
Precautions:
P264, P301, P312, P330
Product 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 alpha-glucosidase inhibitor [13]. Vasodilatory compound [14]. Brown fat activator [19].
Purity:
>95% (NMR)
Signal Word:
Warning
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
Solubility Chemicals:
Soluble in DMSO, acetone, dichloromethane or ethyl acetate.
Source / Host:
Isolated from Ruta graveolens.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

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 NFkappaB, TNF-alpha and caspase-3 expression in wistar rats: W. Arjumand, et al.; Food Chem. Toxicol. 49, 2013 (2011) | Rutin inhibits beta-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)