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70050

Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Sinónimos:

3,3′,4′,5,5′,7-Hexahydroxyflavone, Cannabiscetin, Myricetol

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About This Item

Fórmula empírica (notación de Hill):
C15H10O8
Número de CAS:
529-44-2
Peso molecular:
318.24
Beilstein:
332331
Número CE:
208-463-2
Número MDL:
MFCD00006827
Código UNSPSC:
12352202
ID de la sustancia en PubChem:
57652239
NACRES:
NA.77

Análisis

≥96.0% (HPLC)

formulario

powder

mp

≥300 °C
>300 °C (lit.)

solubilidad

ethanol: 10 mg/mL, clear to very faintly turbid, yellow to very deep greenish-yellow

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

cadena SMILES

Oc1cc(O)c2C(=O)C(O)=C(Oc2c1)c3cc(O)c(O)c(O)c3

InChI

1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

Clave InChI

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Información sobre el gen

human ... CYP1A2(1544)
mouse ... Hexa(15211)
rat ... Il4(287287) , Tnf(24835)

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Descripción general

Myricetin (MYR) is a natural polyhydroxyflavonol compound, first isolated from the bark of Morella rubra (Myrica rubra) tree.

Aplicación

Myricetin has been used:
  • to study its preventive effect as an antioxidant on noise-induced hearing loss (NIHL) in rats
  • as a flavonoid compound to test antiviral activity of Bourbon virus (BRBV) and in inhibition of RNA-dependent RNA polymerase (RdRP)
  • to study its effect as a treatment on biofilms of Streptococcus mutans and Candida albicans
  • as a reference standard for the quantification of phenolic compounds from Juniperus species

Acciones bioquímicas o fisiológicas

Myricetin exerts anti-oxidant effects, and anti-inflammatory effects by regulating multiple signal pathways. It also displays anti-diabetic and hepatoprotective effects. Myricetin strongly inhibits yeast α-glucosidase, glyoxalase I in vitro, and bovine milk xanthine oxidase. It also promotes complex formation between DNA and both topoisomerase I and II, an effect that may have implications in cancer chemotherapy. Myricetin also has various nutraceuticals values and therapeutic effects.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

R.B. Brandt et al.
International Journal of Quantum Chemistry, 11, 195-195 (1984)
Guilherme Roncari Rocha et al.
BMC complementary and alternative medicine, 18(1), 61-61 (2018-02-16)
Dental caries is considered a multifactorial disease, in which microorganisms play an important role. The diet is decisive in the biofilm formation because it provides the necessary resources for cellular growth and exopolysaccharides synthesis. Exopolysaccharides are the main components of
M. Iio et al.
Agricultural and Biological Chemistry, 49, 2173-2173 (1985)
M. Iio, et al.
Agricultural and Biological Chemistry, 48, 1559-1559 (1984)
Miguel López-Lázaro et al.
Mutation research, 696(1), 41-47 (2009-12-23)
DNA topoisomerases (topos) are the target of several drugs commonly used in cancer chemotherapy; these drugs induce topo-DNA complexes with either topo I or topo II that eventually trigger cell death. The inhibition of these enzymes induces DNA alterations that
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Protocolos

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Coumaric acid; Quercitrin; Myricetin; Quercetin

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