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70050

Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C15H10O8
Numéro CAS:
529-44-2
Poids moléculaire :
318.24
Numéro Beilstein :
332331
Numéro CE :
208-463-2
Numéro MDL:
MFCD00006827
Code UNSPSC :
12352202
ID de substance PubChem :
57652239
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥96.0% (HPLC)

Forme

powder

Pf

≥300 °C
>300 °C (lit.)

Solubilité

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

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne 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

Clé InChI

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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

Application

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

Actions biochimiques/physiologiques

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.

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

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
R.B. Brandt et al.
International Journal of Quantum Chemistry, 11, 195-195 (1984)
Deepak Kumar Semwal et al.
Nutrients, 8(2), 90-90 (2016-02-20)
Myricetin is a common plant-derived flavonoid and is well recognised for its nutraceuticals value. It is one of the key ingredients of various foods and beverages. The compound exhibits a wide range of activities that include strong anti-oxidant, anticancer, antidiabetic
M. Iio et al.
Agricultural and Biological Chemistry, 49, 2173-2173 (1985)
Maryam Bahaloo et al.
Iranian journal of otorhinolaryngology, 31(106), 273-279 (2019-10-11)
Exposure to hazardous noise induces one of the forms of acquired and preventable hearing loss that is noise-induced hearing loss (NIHL). Considering oxidative stress as the main mechanism of NIHL, it is possible that myricetin can protect NIHL by its
Afficher tous les articles scientifiques apparentés

Articles

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Protocoles

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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