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R5143

Sigma-Aldrich

Rutin hydrate

≥94% (HPLC), powder

Synonyme(s) :

Quercetin-3-rutinoside hydrate, Vitamin P hydrate

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About This Item

Formule empirique (notation de Hill):
C27H30O16 · xH2O
Numéro CAS:
Poids moléculaire :
610.52 (anhydrous basis)
Numéro Beilstein :
75455
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Pureté

≥94% (HPLC)

Forme

powder

Couleur

yellow to green

Pf

195 °C (dec.) (lit.)

Solubilité

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

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

[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

Clé InChI

PGHSKTKIQIBATG-ZAAWVBGYSA-N

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Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Les clients ont également consulté

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)
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
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
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
Phenolic compounds analysis of root, stalk, and leaves of nettle
Otles S and Yalcin B
TheScientificWorldJournal, 2012 (2012)

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