70050

Sigma-Aldrich

Myricetin

≥96.0% (HPLC)

Synonym(s):
3,3′,4′,5,5′,7-Hexahydroxyflavone, Cannabiscetin, Myricetol
Empirical Formula (Hill Notation):
C15H10O8
CAS Number:
Molecular Weight:
318.24
Beilstein/REAXYS Number:
332331
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥96.0% (HPLC)

mp

≥300 °C
>300 °C (lit.)

solubility

ethanol: 10 mg/mL, clear to very faintly turbid, 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

InChI key

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Gene Information

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

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Biochem/physiol Actions

Strongly inhibits yeast α-glucosidase, glyoxalase I in vitro, and bovine milk xanthine oxidase. Promotes complex formation between DNA and both topoisomerase I and II, an effect that may have implications in cancer chemotherapy.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

M. Iio, et al.
Agricultural and Biological Chemistry, 48, 1559-1559 (1984)
M. Iio et al.
Agricultural and Biological Chemistry, 49, 2173-2173 (1985)
R.B. Brandt et al.
International Journal of Quantum Chemistry, 11, 195-195 (1984)
Vanessa L Campo et al.
Bioorganic & medicinal chemistry, 20(1), 145-156 (2011-12-14)
This work describes the synthesis of a series of sialylmimetic neoglycoconjugates represented by 1,4-disubstituted 1,2,3-triazole-sialic acid derivatives containing galactose modified at either C-1 or C-6 positions, glucose or gulose at C-3 position, and by the amino acid derivative 1,2,3-triazole fused...
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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