ケンフェロール(520-18-3)

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ケンフェロール 製品概要
化学名:ケンフェロール
英語化学名:Kaempferol
别名:3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-on;5,7,4’-trihydroxyflavonol;c.i.75640;indigoyellow;kampherol;nimbecetin;pelargidenolon1497;populnetin
CAS番号:520-18-3
分子式:C15H10O6
分子量:286.24
EINECS:208-287-6
カテゴリ情報:Flavanols;Tetra-substituted Flavones;Natural Plant Extract;Tyrosine Kinase Inhibitors;Signalling;Biochemistry;Flavonoids;natural product;Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:520-18-3.mol
ケンフェロール
ケンフェロール 物理性質
融点 276°C
沸点 348.61°C (rough estimate)
比重(密度) 1.2981 (rough estimate)
屈折率 1.4413 (estimate)
貯蔵温度 2-8°C
溶解性ethanol: 20 mg/mL
酸解離定数(Pka)6.34±0.40(Predicted)
外見 powder
カラーインデックス 75640
yellow
Merck 14,5274
BRN 304401
安定性:Unstable in Solution
InChIKeyIYRMWMYZSQPJKC-UHFFFAOYSA-N
LogP2.685 (est)
CAS データベース520-18-3(CAS DataBase Reference)
IARC3 (Vol. 31, Sup 7) 1987
安全性情報
主な危険性 Xi,T
Rフレーズ 36/37/38-68-25
Sフレーズ 26-36-45-36/37-36/37/38-22
RIDADR 2811
WGK Germany -
RTECS 番号LK9275200
8-10-23
HSコード 29329990
有毒物質データの520-18-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
3,4',5,7-Tetrahydroxyflavone English
SigmaAldrich English
ケンフェロール Usage And Synthesis
外観黄色~くすんだ黄色粉末~結晶
解説

ケンフェロール,黄色の針状晶.融点276~278 ℃.λmax 265,365 nm.水に難溶,熱エタノール,アルカリ液に可溶.エタノール溶液はFeCl3により紫褐色を呈し,酢酸鉛で橙色の沈殿を生じる.
森北出版「化学辞典(第2版)

存在

ケンフェロール,フラボノールの一種.自然界には一般に配糖体として存在し,そのおもなものは,マメ科ニセアカシアRobinia pseudoacaciaの花,クズPueralia hirsutaの葉などに含まれるロビニン(3-ラムノガラクトシド-7-ラムノシド),マメ科マルバハギLespedeza cyrtobotrya,ウリ科カラスウリTrichosanthes cucumeroidesの葉などに含まれるケンフェリトリン,マメ科レンゲAstragalus sinicusの花,ツバキ科チャThea sinensisの葉などに含まれるアストラガリン(3-グルコシド)などである.

化学的特性Yellow Solid
使用Chromogenic reagent for antimony in the low ppm range and for gallium and indium in the sub-ppm range.
使用Kaempferol, is used as an inhibitor of Fatty Acid Synthase, Cox-1 activity, and Topo I. It also Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro. Also blocks EGF-induced histone H3Ser10 phosphorylation in mouse epidermal JB6 C141 cells.
使用antidepressant, inhibits fatty acid amide hydrolase
定義ChEBI: Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4'. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion.
一般的な説明Kaempferol is a polyphenolic antioxidant abundantly present in vegetables and fruits. It has a diphenylpropane structure. In many plants, it is present as a glycosidic form namely, kaempferol-3-O-glucoside.
生物活性Naturally occurring flavonoid found in Gingko biloba and red wines that activates the mitochondrial Ca 2+ uniporter (EC 50 = 7 μ M). Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro .
Biochem/physiol ActionsPotent inhibitor of osteoclastic bone resorption. The effect is believed to be attributable to both the antioxidant and estrogenic activities of kaempferol.
抗がん研究Kaempferol is one of the secondary metabolites found in some plants, plant-derivedfoods, and traditional medicines. It is a flavonoid compound obtained from someedible plants including grapes, tea, strawberries, broccoli, tomato, cabbage, leek,kale, endive, and beans. It inhibits growth and migration of pancreatic cancer cellsby acting on proto-oncogene tyrosine kinase (Src), ERK1/2, and AKT pathways(Singh et al. 2016a). It is being investigated in pancreatic and lung cancers toevaluate its antiangiogenic, anticancer, and radical scavenging activities. It showsmoderate cytostatic activity in PC3, HeLa, and K562 human cancer cells. It isidentified as aryl hydrocarbon receptor antagonist and acts against ABCG2 (ATP-bindingcassette subfamily G member 2)-mediated multidrug resistance bypreventing the ABCG2 upregulation in esophageal carcinoma. It induces theapoptosis of ovarian cancer cell by activating p53 in intrinsic pathway mechanism.It is an inhibitor of breast cancer resistance protein (BCRP), quinine reductase-2,and a substrate of BCRP (Calderon-Montano et al. 2011; Wang et al. 2012).
貯蔵Store at +4°C
Tags:520-18-3