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00017

Sigma-Aldrich

Acacetin

≥97.0% (HPLC)

Synonym(s):
Linarigenin, Buddleoflavonol, 5,7-Dihydroxy-4′-methoxyflavone, 4′-Methylapigenin, Apigenin 4′-methyl ether
Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
Molecular Weight:
284.26
Beilstein:
277879
EC Number:
MDL number:
eCl@ss:
32150233
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥97.0% (HPLC)

form

powder or crystals

mp

260-265 °C (lit.)

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2

InChI

1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3

InChI key

DANYIYRPLHHOCZ-UHFFFAOYSA-N

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General description

Acacetin belongs to the category of naturally occurring plant pigments called flavonoids found in vascular plants. It was first reported to be extracted from the leaves of Robinia pseuducacia. It has been used as an active component of traditional Chinese medicine Xuelianhua.

Biochem/physiol Actions

Acacetin has been noted to exhibit anti-peroxidative, anti-inflammatory, and anti-plasmodial properties. It has been posited to prevent the proliferation of Hep G2 cells, thereby causing cell apoptosis and subsequent anti-cancer action. It has antiarrhythmic properties and can be used in the treatment of Atrial fibrillation.
Flavonoid with anti-peroxidative and anti-inflammatory properties. Used in traditional Chinese medicine. It has been recognized as an antiproliferative agent on cancer cell lines by inducing apoptosis and blocking cell cycle progression in the G1 phase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 00017.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Acacetin, a natural flavone, selectively inhibits human atrial repolarization potassium currents and prevents atrial fibrillation in dogs
Li GR, et al.,
Circulation, 117(19), 2449-2457 (2008)
null
Acacetin inhibits the proliferation of Hep G2 by blocking cell cycle progression and inducing apoptosis
Hsu YL, et al.,
Biochemical Pharmacology, 67(5), 823-829 (2004)
Antifungal and antioxidant activities of heartwood, bark, and leaf extracts of Robinia pseudoacacia
Hosseinihashemi SK, et al.
BioResources, 11(1), 1634-1646 (2016)
Yaou Fong et al.
Journal of food science, 75(1), H30-H38 (2010-05-25)
Acacetin (5,7-dihydroxy-4'-methoxyflavone), a flavonoid compound, has antiperoxidative and antiinflammatory effects. The effect of acacetin on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced MMPs and u-PA expressions in human lung cancer A549 cells was investigated. First, the result demonstrated acacetin could inhibit TPA-induced the abilities of...

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