Acacetin Chemical Properties

Melting point:

260-265 °C(lit.)

Boiling point:

346.76°C (rough estimate)

Density 

1.2160 (rough estimate)

refractive index 

1.6200 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Very Slightly, Heated)

form 

Solid

pka

6.51±0.40(Predicted)

color 

Light Yellow to Green-Yellow to Dark Yellow

λmax

335nm(EtOH)(lit.)

Merck 

14,13

BRN 

277879

InChIKey

DANYIYRPLHHOCZ-UHFFFAOYSA-N

LogP

2.443 (est)

CAS DataBase Reference

480-44-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DJ3002000

F 

3-8-10

HS Code 

29329990

MSDS

• Language:English Provider:SigmaAldrich

Acacetin Usage And Synthesis

Description

Acacetin is an O-methylated flavone found in various plants. It is reported to demonstrate spasmolytic, antinociceptive, anti-inflammatory, and antioxidant activity in various research models.

Chemical Properties

Yellow Solid

Uses

VEGF expression inhibitor and tumor angiogenesis. A flavonoid with antiaggregatory activity in human blood.

Definition

ChEBI: A monomethoxyflavone that is the 4'-methyl ether derivative of apigenin.

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 6497, 1990 DOI: 10.1016/S0040-4039(00)97100-4

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.

Enzyme inhibitor

This naturally occurring flavone (FW = 286.27 g/mol; CAS 480-44-4), also known as 5,7-dihydroxy-4’-methoxyflavone and 7-O-methylapigenin, and systematically named as 5,7-dihydroxy-2-(4-methoxyphenyl)-chromen-4- one, from the black locust Robinia pseudoacacia is the aglycon of linarin and acaciin and is biosynthesized by apigenin 4'-O-methyltransferase from S-adenosyl-methionine and 5,7,4’-trihydroxyflavone (apigenin), yielding Sadenosylhomocysteine and acacetin. The chemical synthesis of acacetin was accomplished by Robert Robinson, who was awarded the 1947 Nobel Prize in Chemistry for his work on alkaloids and organic synthesis. Target(s): glutathione S-transferase; xanthine oxidase, Ki = 0.11 μM; CYP1A; CYP1B1; glutathione-disulfide reductase; DNA topoisomerase I; [myosin light-chain] kinase; and protein-tyrosine kinase, or non-specific protein-tyrosine kinase.

Acacetin(480-44-4)Related Product Information

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• QUERCETIN-3,7,3',4'-TETRAMETHYL ETHER
• 3,4'-DIMETHOXY-3',5,7-TRIHYDROXYFLAVONE
• ARTEMISININ
• TAMARIXETIN
• KAEMPFEROL-3,7,4'-TRIMETHYL ETHER