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Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Synonym(e):

3,3′,4′,5,5′,7-Hexahydroxy-flavon, Cannabiscetin, Myricetol

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About This Item

Empirische Formel (Hill-System):
C15H10O8
CAS-Nummer:
529-44-2
Molekulargewicht:
318.24
Beilstein:
332331
EG-Nummer:
208-463-2
MDL-Nummer:
MFCD00006827
UNSPSC-Code:
12352202
PubChem Substanz-ID:
57652239
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥96.0% (HPLC)

Form

powder

mp (Schmelzpunkt)

≥300 °C
>300 °C (lit.)

Löslichkeit

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

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES String

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

InChIKey

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Angaben zum Gen

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

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Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

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

Biochem./physiol. Wirkung

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.

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Myricetin 3-O-β-D-Galactopyranoside ≥85% (LC/MS-ELSD)

Sigma-Aldrich

SMB00249

Myricetin 3-O-β-D-Galactopyranoside

Scutellarein ≥98% (HPLC)

Sigma-Aldrich

S0327

Scutellarein

Apigenin ≥95.0% (HPLC)

Sigma-Aldrich

10798

Apigenin

Luteolin ≥98% (TLC), powder

Sigma-Aldrich

L9283

Luteolin

Kaempferol-3-O-β -rutinosid ≥98.0% (HPLC)

Sigma-Aldrich

90242

Kaempferol-3-O-β -rutinosid

Isorhamnetin ≥95.0% (HPLC)

Sigma-Aldrich

17794

Isorhamnetin

Chlorogensäure European Pharmacopoeia (EP) Reference Standard

Y0000569

Chlorogensäure

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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Artikel

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.

Protokolle

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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

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