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00017

Sigma-Aldrich

Acacetin

≥97.0% (HPLC)

Synonym(s):

4′-Methylapigenin, 5,7-Dihydroxy-4′-methoxyflavone, Apigenin 4′-methyl ether, Buddleoflavonol, Linarigenin

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About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
480-44-4
Molecular Weight:
284.26
Beilstein/REAXYS Number:
277879
EC Number:
207-552-3
MDL number:
MFCD00016936
UNSPSC Code:
12352200
eCl@ss:
32150233
PubChem Substance ID:
329746990
NACRES:
NA.47

Quality Level

100

assay

≥97.0% (HPLC)

form

powder or crystals

mp

260-265 °C (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
V Zimkhitha Sotenjwa et al.
Fitoterapia, 147, 104740-104740 (2020-10-12)
Artemisia afra (African wormwood) is a popular medicinal plant of southern Africa and is an excellent candidate for commercialisation. This current study was aimed at exploring the phytochemistry and chemical variation of non-volatile compounds within wild populations of A. afra
Antifungal and antioxidant activities of heartwood, bark, and leaf extracts of Robinia pseudoacacia
Hosseinihashemi SK, et al.
BioResources, 11(1), 1634-1646 (2016)
Jidan Liu et al.
Carbohydrate research, 357, 41-46 (2012-06-27)
Apigenin-7-O-β-D-glycosides 1-8 and acacetin-7-O-β-D-glycosides 9-16 were semisynthesized from 4'-O-benzyl apigenin 17 and acacetin 18 by glycosidation and deprotection with the corresponding α-acetylglycosyl bromide, respectively. Compounds 17 and 18 were prepared by iodination followed by base-induced elimination, 4'-O-benzylation, or 4'-O-methylation and
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