A glycosylated anthocyanin with antioxidant activity
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Delphinidin-3-O-rutinoside (chloride)

Item No. 33552

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium, monochloride
CAS Number
15674-58-5
Synonyms
  • Delphinidin 3-rutinoside
  • Tulipanin
Molecular Formula
C27H31O16 • Cl
Formula Weight
647.0
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlWater: Slightly Soluble: 0.1-1 mg/ml
SMILES
OC1=CC(O)=CC2=C1C=C(C(C3=CC(O)=C(C(O)=C3)O)=[O+]2)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O.[Cl-]
InChi Code
InChI=1S/C27H30O16.ClH/c1-8-18(32)21(35)23(37)26(40-8)39-7-17-20(34)22(36)24(38)27(43-17)42-16-6-11-12(29)4-10(28)5-15(11)41-25(16)9-2-13(30)19(33)14(31)3-9;/h2-6,8,17-18,20-24,26-27,32,34-38H,7H2,1H3,(H4-,28,29,30,31,33);1H/t8-,17+,18-,20+,21+,22-,23+,24+,26+,27+;/m0./s1
InChi Key
ZOQQFMKYEOHRMC-KFOCXKDFSA-N
Origin
Plant/Ribes nigrum L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $160

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    5 mg

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    10 mg

    $638

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    Product Description

    Delphinidin-3-O-rutinoside is a glycosylated anthocyanin that has been found in R. nigrum and has antioxidant activity.1,2 It inhibits loss of viability in isolated rat aortic smooth muscle cells (SMCs), but not MH1C1 hepatoma cells, induced by tert-butyl-hydroperoxide (TBHP) when used at a concentration of 100 µM.1 Delphinidin-3-O-rutinoside prevents TBHP-induced DNA damage, as well as inhibits TBHP-induced increases in malondialdehyde (MDA) levels, in SMCs. It displays a hydrogen peroxide-induced and pH-dependent chemiluminescence peak at pH 7.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lazzé, M.C., Pizzala, R., Savio, M., et al. Anthocyanins protect against DNA damage induced by tert-butyl-hydroperoxide in rat smooth muscle and hepatoma cells. Mutat. Res. 535(1), 103-115 (2003).

    2. Matsumoto, H., Nakamura, Y., Hirayama, M., et al. Antioxidant activity of black currant anthocyanin aglycons and their glycosides measured by chemiluminescence in a neutral pH region and in human plasma. J. Agric. Food Chem. 50(18), 5034-5037 (2002).