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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 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.

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

Certificate of Origin

Prevention of selenite-induced cataractogenesis by rutin in Wistar rats
Isai M, et al.
Molecular Vision, 15, 2570-2570 (2009)
Ilyes Dammak et al.
International journal of biological macromolecules, 101, 643-652 (2017-04-04)
The aim of this study was development an active film based on gelatin incorporated with antioxidant, rutin carried into microparticles. The complexation between oppositely charged lecithin and chitosan was applied to prepare the chitosan-coated microparticles. The generated microparticles had an
In-vitro evaluation of rutin and rutin hydrate as potential radiation countermeasure agents
Ojha H, et al.
International Journal of Radiation Research, 14(1), 9-9 (2016)
E A Mazzio et al.
Planta medica, 64(7), 603-606 (1998-11-12)
Glial cell monoamine oxidase (MAO) activity has been implicated as a contributor to oxidative neuronal damage associated with various neurodegenerative diseases. The attenuation of MAO activity may provide protection against oxidative neurodegeneration. In this investigation, the presence of MAO-B in
R P Webster et al.
Cancer letters, 109(1-2), 185-191 (1996-12-03)
Administration of hepatocarcinogens aflatoxin B1 and N-nitrosodimethylamine to rats caused single-strand breaks in nuclear DNA. Inclusion in the diet of rutin, a naturally occurring phenolic flavonoid glycoside, significantly reduced the appearance of such breaks. The protection against DNA damage was

Protocols

Determination of Rutin in Anti-Aging Skin Cream Formulations Using Chromolith® HighResolution RP-18 Endcapped Column and UV Detection

This application illustrate how Rutin can be determined in skin cream samples using a monolithic Chromolith® HighResolution RP-18 endcapped column with UV detection.

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

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

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