2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン(480-44-4)

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2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン 製品概要
化学名:2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン
英語化学名:Acacetin
别名:5,7-DIHYDROXY-4'-METHOXYFLAVONE;LINARIGENIN;METHYL-4'-APIGENIN;ACACETIN;5,7-dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone;ACACETIN(METHYL-4'-APIGENIN)(RG);ACACETIN WITH HPLC;4'-O-Methylapigenin
CAS番号:480-44-4
分子式:C16H12O5
分子量:284.26
EINECS:207-552-3
カテゴリ情報:Miscellaneous Reagents;inhibitor;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Tri-substituted Flavones;Aromatics;Heterocycles
Mol File:480-44-4.mol
2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン
2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン 物理性質
融点 260-265 °C(lit.)
沸点 346.76°C (rough estimate)
比重(密度) 1.2160 (rough estimate)
屈折率 1.6200 (estimate)
貯蔵温度 2-8°C
溶解性DMSO (Slightly), Methanol (Very Slightly, Heated)
外見 Solid
酸解離定数(Pka)6.51±0.40(Predicted)
Light Yellow to Green-Yellow to Dark Yellow
極大吸収波長 (λmax)335nm(EtOH)(lit.)
Merck 14,13
BRN 277879
InChIKeyDANYIYRPLHHOCZ-UHFFFAOYSA-N
LogP2.443 (est)
CAS データベース480-44-4(CAS DataBase Reference)
安全性情報
主な危険性 Xi
Rフレーズ 36/37/38
Sフレーズ 26-36
WGK Germany 3
RTECS 番号DJ3002000
3-8-10
HSコード 29329990
MSDS Information
ProviderLanguage
SigmaAldrich English
2-(4-メトキシフェニル)-5,7-ジヒドロキシ-4H-1-ベンゾピラン-4-オン Usage And Synthesis
外観白色~黄色~黄赤色粉末~結晶
説明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.
化学的特性Yellow Solid
使用VEGF expression inhibitor and tumor angiogenesis. A flavonoid with antiaggregatory activity in human blood.
定義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
一般的な説明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 ActionsAcacetin 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.
酵素阻害剤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.
Tags:480-44-4