5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyron

Bezeichnung:5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyron

CAS-Nr480-44-4

Englisch Name:Acacetin

CBNumberCB9316535

SummenformelC16H12O5

Molgewicht284.26

MOL-Datei480-44-4.mol

Synonyma

5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyron

5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyron physikalisch-chemischer Eigenschaften

Schmelzpunkt	260-265 °C(lit.)
Siedepunkt	346.76°C (rough estimate)
Dichte	1.2160 (rough estimate)
Brechungsindex	1.6200 (estimate)
storage temp.	2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Very Slightly, Heated)
Aggregatzustand	Solid
pka	6.51±0.40(Predicted)
Farbe	Light Yellow to Green-Yellow to Dark Yellow
maximale Wellenlänge (λmax)	335nm(EtOH)(lit.)
Merck	14,13
BRN	277879
InChIKey	DANYIYRPLHHOCZ-UHFFFAOYSA-N
LogP	2.443 (est)
CAS Datenbank	480-44-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	DJ3002000
F	3-8-10
HS Code	29329990

Gefahreninformationscode (GHS)

Acacetin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Chemische Eigenschaften
Yellow Solid
Verwenden
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
Allgemeine Beschreibung
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.
Enzyminhibitor
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 Upstream-Materialien And Downstream Produkte

5,7-Dihydroxy-2-(4-methoxyphenyl)-4-benzopyron Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

480-44-4, Acacetin Verwandte Suche:

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