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R5143

Sigma-Aldrich

Rutin hydrate

≥94% (HPLC), powder

Synonym(s):

Quercetin-3-rutinoside hydrate, Vitamin P hydrate

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About This Item

Empirical Formula (Hill Notation):
C27H30O16 · xH2O
CAS Number:
207671-50-9
Molecular Weight:
610.52 (anhydrous basis)
Beilstein:
75455
EC Number:
205-814-1
MDL number:
MFCD01319140
UNSPSC Code:
12352201
PubChem Substance ID:
24899379
NACRES:
NA.25

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

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Marwa Shumo et al.
Scientific reports, 9(1), 10110-10110 (2019-07-14)
In Africa, livestock production currently accounts for about 30% of the gross value of agricultural production. However, production is struggling to keep up with the demands of expanding human populations, the rise in urbanization and the associated shifts in diet
T Yokozawa et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 51(1), 9-14 (1999-02-27)
By assaying lactate dehydrogenase and malondialdehyde leakage from LLC-PK1 cells in culture, a study was conducted to clarify whether flavonoid compounds ameliorate renal cellular injury. The cells were cultured with various concentrations of samples under routine conditions. The results demonstrated
S A van Acker et al.
Biochemical and biophysical research communications, 214(3), 755-759 (1995-09-25)
Flavonoids are a group of naturally occurring compounds used, e.g., in the treatment of vascular endothelial damage. They are known to be excellent scavengers of oxygen free radicals. Since the nitric oxide radical (.NO) probably plays a role in this
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Protocols

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