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419737

Sigma-Aldrich

6-Methoxyflavone

99%

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About This Item

Empirical Formula (Hill Notation):
C16H12O3
CAS Number:
Molecular Weight:
252.26
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

163-165 °C (lit.)

functional group

ketone
phenyl

SMILES string

COc1ccc2OC(=CC(=O)c2c1)c3ccccc3

InChI

1S/C16H12O3/c1-18-12-7-8-15-13(9-12)14(17)10-16(19-15)11-5-3-2-4-6-11/h2-10H,1H3

InChI key

XZQLSABETMKIGG-UHFFFAOYSA-N

Gene Information

General description

6-Methoxyflavone is one of the methoxyflavone isolated form Pimelea decora. Synthesis of 6-methoxyflavone from p-dihydroxybenzene has been reported.

Application

6-Methoxyflavone may be employed in the following studies:
  • As internal standard for the analysis of polyphenolic content of in-vitro-cultured chestnut shoots.
  • Synthesis of biflavonoids, rac- and meso-6,6-dimethoxy-2,2-biflavanones.
  • As internal standard for the separation of phenolic compounds in the apricot tissue by HPLC.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Photohydrodimerization of 6-Methoxyflavone to 6, 6′-Dimethoxy-2, 2′-Biflavanones.
Chen A-H, et al.
J. Chin. Chem. Soc., 51(6), 1389-1394 (2004)
Pilar Errea et al.
Physiologia plantarum, 112(1), 135-141 (2001-04-25)
Graft compatibility has been studied in vitro using callus tissues of apricot (Prunus armeniaca) and different Prunus rootstocks to form scion/rootstock combinations with different degrees of graft compatibility. In these species, incompatibility is manifested by a breakdown of the trees
The constituents of Australian Pimelea species. II. The isolation of unusual flavones from P. simplex and P. decora.
Freeman PW, et al.
Australian Journal of Chemistry, 34(8), 1779-1784 (1981)
J. L. Fernandez-Lorenzo et al.
Tree physiology, 19(7), 461-466 (2003-03-26)
The phenolic contents of eight in-vitro-cultivated chestnut clones (Castanea sativa Mill. and C. sativa x C. crenata Siebold & Zucc. hybrids) were analyzed both qualitatively and quantitatively. The aim of the work was to identify potential phenolic markers of: (i)
Muhammad Shahid et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 95, 1725-1733 (2017-10-01)
Chemotherapy-induced peripheral neuropathy (CIPN) is a major dose limiting side-effect of several commonly used chemotherapeutic agents (such as cisplatin) that profoundly impairs patient quality of life. Unfortunately, neither prophylactic strategies nor symptomatic treatments have proven useful in this condition. Flavonoids

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