A flavonoid glycoside with diverse biological activities
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Rutin (hydrate)

Item No. 19868

Technical Information
Formal Name
3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, trihydrate
CAS Number
250249-75-3
Synonyms
  • Quercetin-3-O-rutinoside
  • Rutoside
  • Sophorin
Molecular Formula
C27H30O16 • 3H2O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 25 mg/ml
λmax
257, 359 nm
SMILES
O=C1C2=C(O)C=C(O)C=C2OC(C3=CC=C(O)C(O)=C3)=C1O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4.O.O.O
InChi Code
InChI=1S/C27H30O16.3H2O/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;3*1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;
InChi Key
NLLBWFFSGHKUSY-JPRRWYCFSA-N
Origin
Plant/Styphnolobium japonicum
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Rutin is a flavonoid glycoside that has been found in buckwheat and has diverse biological activities.1,2,3,4,5 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and ABTS (Item No. 27317) radicals when used at a concentration of 163.79 µM, as well as inhibits iron autoxidation, in cell-free assays.1,2 Dietary administration of rutin (0.2% w/v) reduces tumor growth and the number of lung metastases in a B16/F10 murine melanoma model.3 Rutin (50 and 100 mg/kg) decreases intestinal acidity, increases intestinal activity of superoxide dismutase (SOD) and catalase, and reduces intestinal levels of protein carbonyls and thiobarbituric acid reactive substances (TBARS) formation in a rat model of intestinal toxicity induced by methotrexate (Item No. 13960).4 It also increases the time spent exploring the novel object in the novel object recognition (NOR) test and increases recognition and discriminative indices in a rat model of short-term episodic memory deficits induced by scopolamine (Item No. 14108).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, K.J., Oh, Y.C., Cho, W.K., et alAntioxidant and anti-inflammatory activity determination of one hundred kinds of pure chemical compounds using offline and online screening HPLC assay. Evid. Based Complement. Alternat. Med. 165457 (2015).

    2. Chobot, V., Hadacek, F., and Kubocova, L. Effects of selected dietary secondary metabolites on reactive oxygen species production caused by iron(II) autoxidation. Molecules 19(12), 20023-20033 (2014).

    3. Conesa, C.M., Ortega, V.V., Gascón, M.J.Y., et alTreatment of metastatic melanoma B16F10 by the flavonoids tangeretin, rutin, and diosmin. J. Agric. Food Chem. 53(17), 6791-6797 (2005).

    4. Gautam, R., Singh, M., Gautam, S., et alRutin attenuates intestinal toxicity induced by Methotrexate linked with anti-oxidative and anti-inflammatory effects. BMC Complement. Altern. Med. 16, 99 (2016).

    5. Ramalingayya, G.V., Nampoothiri, M., Nayak, P.G., et alNaringin and rutin alleviates episodic memory deficits in two differentially challenged object recognition tasks. Pharmacogn. Mag. 12(Suppl 1), S63-S70 (2016).