Rutin hydrate

≥94% (HPLC), powder

Sinônimo(s):

Quercetin-3-rutinoside hydrate, Vitamin P hydrate

Empirical Formula (Hill Notation):

C₂₇H₃₀O₁₆ · xH₂O

Número CAS:

207671-50-9

Peso molecular:

610.52 (anhydrous basis)

Beilstein:

75455

Número EC:

205-814-1

Número MDL:

MFCD01319140

ID de substância PubChem:

24899379

NACRES:

NA.25

Nível de qualidade

200

Ensaio

≥94% (HPLC)

forma

powder

cor

yellow to green

pf

195 °C (dec.) (lit.)

solubilidade

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

Descrição geral

Rutin hydrate has radioprotective[1] and antiplatelet activity.[2] Rutin reduces hepatic and blood cholesterol levels.[2]

Aplicação

Rutin hydrate has been used:

as an inhibitory compound against Skeletonema costatum[3]

to analyze the phenolic component and antioxidant activity of nettle[4]

to assess the flavonoid content in Propolis[5]

Ações bioquímicas/fisiológicas

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.