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R5143 Sigma-Aldrich

Rutin hydrate

≥94% (HPLC), powder

Synonym: Quercetin-3-rutinoside hydrate, Vitamin P hydrate

  • CAS Number 207671-50-9

  • Empirical Formula (Hill Notation) C27H30O16 · xH2O

  • Molecular Weight 610.52 (anhydrous basis)

  •  Beilstein/REAXYS Number 75455

  •  EC Number 205-814-1

  •  MDL number MFCD01319140

  •  PubChem Substance ID 24899379

  •  NACRES NA.25

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Properties

Related Categories Acacia, Allium cepa (Onion), Allium sativum (Garlic), Antioxidant and Free Radical Scavengers, Antioxidants and Cytoprotectants,
Quality Level   200
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

Description

General description

Rutin hydrate has radioprotective and antiplatelet activity. Rutin reduces hepatic and blood cholesterol levels.

Application

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

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)
Keywords: Chromatography, Clinical, High performance liquid chromatography

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 354 nm)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 354 nm)
Keywords: Chromatography, High performance liquid chromatography

Simplified Determination of Rutin in Anti-Aging Skin Cream Formulations

Rutin, also known as rutoside, quercetin-3-O-rutinoside, or sophorin, is a quercetin glycoside found in various plants, including buckwheat and asparagus. The chemical structure contain units of Ruto...
Keywords: Filtration, High performance liquid chromatography, Sample preparations

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Peer-Reviewed Papers
15

References

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