All Photos(1)

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 Germany

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 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)
null
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...
María Eva González-Trujano et al.
Planta medica, 78(8), 793-796 (2012-04-05)
Agastache mexicana is a plant in high demand that has long been used in Mexican folk medicine to treat anxiety, insomnia, and stomachache, among other afflictions. Ursolic acid and acacetin were isolated and identified as two possible active compounds of...

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