A flavonoid glycoside with diverse biological activities
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Luteolin 7-O-Rutinoside

Item No. 34035

Technical Information
Formal Name
7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one
CAS Number
20633-84-5
Synonyms
  • Luteolin 7-Rutinoside
  • Luteolin 7-β-Rutinoside
  • Scolymoside
  • Skolimoside
Molecular Formula
C27H30O15
Formula Weight
Purity
≥95%
A solid
SMILES
O=C1C2=C(O)C=C(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)C=C2OC(C5=CC(O)=C(C=C5)O)=C1
InChi Code
InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
InChi Key
MGYBYJXAXUBTQF-FOBVWLSUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Luteolin 7-O-rutinoside is a polyketide-derived flavonoid glycoside that has been found in V. bugulifolium and has diverse biological activities.1,2,3 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay when used at concentrations ranging from 1 to 50 µM.2 Luteolin 7-O-rutinoside is active against B. subtilis, S. aureus, A. tumefaciens, M. luteus, E. coli, and P. aeruginosa (MICs = 100-200 µg/ml).3 It is also active against C. albicans, S. cerevisiae, and C. lusitaniae (MICs = 100, 200, and 50 µg/ml, respectively). Luteolin 7-O-rutinoside (57.6 µg/animal) decreases hepatic and renal injury and increases survival in a mouse model of polyphosphate-induced lethal endotoxemia.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fraga, C.G. Plant Phenolics and Human Health: Biochemistry, Nutrition and Pharmacology. The Wiley-Iubmb series on biochemistry and molecular biology (2010).

    2. Wang, W., Simon, J.E., Aviles, I.F., et alAnalysis of antioxidative phenolic compounds in artichoke (Cynara scolymus L.). J. Agric. Food Chem. 51(3), 601-608 (2003).

    3. Zhu, X., Zhang, H., and Lo, R. Phenolic compounds from the leaf extract of artichoke (Cynara scolymus L.) and their antimicrobial activities. J. Agric. Food Chem. 52(25), 7272-7278 (2004).

    4. Lee, I.-C., and Bae, J.-S. Anti-inflammatory effects of vicenin-2 and scolymoside on polyphosphate-mediated vascular inflammatory responses. Inflamm. Res. 65(3), 203-212 (2016).