M6760 Sigma-Aldrich


≥96.0%, crystalline

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

  • CAS Number 529-44-2

  • Empirical Formula (Hill Notation) C15H10O8

  • Molecular Weight 318.24

  •  Beilstein/REAXYS Number 332331

  •  EC Number 208-463-2

  •  MDL number MFCD00006827

  •  PubChem Substance ID 24278566

  •  NACRES NA.77



Related Categories A to C, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Bioflavonoids,
Quality Level   100
assay   ≥96.0%
form   crystalline
mp   >300 °C (lit.)
solubility   absolute ethanol: 10 mg/mL, clear to slightly hazy, yellow to very deep greenish-yellow
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
Gene Information   human ... CYP1A2(1544)
mouse ... Hexa(15211)
rat ... Il4(287287), Tnf(24835)



Myricetin has been used:
• to investigate its effect on end product (AGE)- bovine serum albumin mediated phosphorylation of mitogen-activated protein kinase(ERK1)
• as a standard for the quantification of phenolics from noni plant extracts using high performance liquid chromatography(HPLC)
• as a standard for characterization of phenolic compounds from Hibiscus sabdariffa using ultra-high performance liquid chromatography(UHPLC)

Biochem/physiol Actions

Myricetin is a naturally occurring flavonol with antioxidant property. It displays moderate membrane permeability and it degrades rapidly at elevated pH. Myricetin is one of the major flavonoid present in edible plants and has anticarcinogenic and antimutagenic functionality. It comprises of two benzene rings A and B. Ring B intercalates with nucleotide staking and inhibits bacterial DNA synthesis. Myricetin elicits protective function against oxidative stress generated by tert-butylhydroperoxide (t-BHP) in diabetic rat and improves glutathione peroxidase (GPx) and xanthine oxidase (XO) enzyme activity. It also lowers the glycation of low-density lipoprotein.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M6760.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & 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.1 During the oxi...
Biofiles Volume 2 Article 2
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HPLC Analysis of Flavones on Discovery® HS PEG

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Flavones on Discovery® HS PEG
Keywords: Chromatography, High performance liquid chromatography

HPLC Analysis of Flavonoids on Ascentis® RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Flavonoids on Ascentis® RP-Amide
Keywords: Chromatography, High performance liquid chromatography, Vitamins

Peer-Reviewed Papers


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