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R5143

Sigma-Aldrich

Rutin hydrate

≥94% (HPLC), powder

Synonym(s):
Quercetin-3-rutinoside hydrate, Vitamin P hydrate
Empirical Formula (Hill Notation):
C27H30O16 · xH2O
CAS Number:
Molecular Weight:
610.52 (anhydrous basis)
Beilstein:
75455
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥94% (HPLC)

form

powder

color

yellow to green

mp

195 °C (dec.) (lit.)

solubility

pyridine: 50 mg/mL
DMSO: soluble
aqueous base: soluble

SMILES string

[H]O[H].O[C@H]1[C@H](OC[C@H]([C@H]2O)O[C@@H](OC(C3=O)=C(C4=CC=C(O)C(O)=C4)OC5=C3C(O)=CC(O)=C5)[C@H](O)[C@H]2O)O[C@H]([C@@H]([C@H]1O)O)C

InChI

1S/C27H30O16.H2O/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;1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;/m0./s1

InChI key

PGHSKTKIQIBATG-ZAAWVBGYSA-N

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General description

Rutin hydrate has radioprotective[65] and antiplatelet activity.[66] Rutin reduces hepatic and blood cholesterol levels.[66]

Application

Rutin hydrate has been used:
  • as an inhibitory compound against Skeletonema costatum
[30]
  • to analyze the phenolic component and antioxidant activity of nettle
  • [68]
  • to assess the flavonoid content in Propolis
  • [69]

    Biochem/physiol Actions

    A polyphenolic flavonoid that acts as an antioxidant and NO scavenger. It can attenuate peroxide production in glial cells by acting as a free radical scavenger and protect renal cells from oxidative injury. Inclusion of rutin in the diet of rats significantly reduced the appearance of single-strand breaks in nuclear DNA caused by hepatocarcinogens aflatoxin B1 and N-nitrosodiumethylamine. This protection from DNA damage was found to be due to a reduction in the induction of repair enzymes polymerase, DNA polymerase β and DNA ligase. Since DNA damage and inefficient repair are thought to initiate the process of carcinogenesis, effects of rutin on these functions suggests a protective role of this flavonoid against carcinogenesis induced by chemical carcinogens.

    Storage Class Code

    11 - Combustible Solids

    WGK

    WGK 3

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

    Certificate of Analysis

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    Certificate of Origin

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