2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

• ChemBase编号: 5430
• 分子式: C15H10O6
• 平均质量: 286.2363
• 单一同位素质量: 286.04773804
• SMILES: c1cc2c(cc1O)oc(c(c2=O)O)c1ccc(c(c1)O)O
• Canonical SMILES: Oc1ccc2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
• InChIKey: XHEFDIBZLJXQHF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
• IUPAC传统名: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one; viset
• 别名: 3,3',4',7-四羟基黄酮; 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one; Fustel; Viset; Fisetin; 3,3',4',7-Tetrahydroxyflavone; Fisetin; 3,7,3',4'-TETRAHYDROXYFLAVONE; Cotinin (not to be confused with Cotinine); 5-Desoxyquercetin; Superfustel; Fisetholz; Fietin; Fustet; Junger fustik; Fisetin; 3,3',4',7-Tetrahydroxyflavone

登记号

• CAS号: 528-48-3
• EC号: 208-434-4
• MDL号: MFCD00006829
• Beilstein号: 292829
• 默克索引号: 144088
• PubChem SID: 99444266; 160968858
• PubChem CID: 5281614
• CHEBI ID: 42567
• CHEMBL: 31574
• Chemspider ID: 4444933
• DrugBank ID: DB07795
• KEGG ID: C10041
• 维基百科标题: Fisetin

理论计算性质

JChem

• Acid pKa: 6.318016
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 1.748803
• LogD (pH = 7.4): 0.6970341
• Log P: 1.8098648
• 摩尔折射率: 74.8813 cm^3
• 极化性: 27.759434 Å^3
• 极化表面积: 107.22 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.03
• LOG S: -3.28
• 溶解度: 1.51e-01 g/l

分子性质

理化性质

• 熔点: 330 °C; 330°C dec.
• 密度: 1.688 g/mL

安全信息

• 保存条件: -20°C
• RTECS编号: LK9250000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

药理学性质

• 生物活性机理: Potent antioxidant

产品相关信息

• 纯度: 97%
• 成盐信息: Free Base
• 生物来源: Colouring matter obtained from Rhus spp., also in Trachylobium verrucosum, Anthyllis vulneraria, Butea frondosa, Gleditsia spp., Acacia spp. and others
• 应用领域: Anti-carcinogenic; Anti-inflammatory

详细说明

DrugBank - DB07795

Drug information: experimental

Selleck Chemicals - S2298

Research Area: Inflammation
Biological Activity:
Fisetin (Fustel) is a potent sirtuin activating compound (STAC) and an agent that modulates sirtuins. Fisetin (Fustel) is therefore a caloric restriction mimetic candidate, a compound that has been shown to be able to alleviate ageing effects in certain model organisms such as the yeast S. cerevisiae, the nematode C. elegans and the fruit fly Drosophila melanogaster. [1] Aside from its effects on ageing,various in vitro studies have shown fisetin (Fustel) to exert anti-inflammatory and anti-carcinogenic effects in different lines of culture cells. [2]

参考文献

• Lim do Y et al. Am J Physiol Gastrointest Liver Physiol. 2009 May;296(5):G1060-8.
• Jankowska, T. et al., Acta Chim. Hung., 1962, 33, 135
• Plant Flavonoids in Biology and Medicine, (eds. Cody, V. et al), A.R. Liss, N.Y., 1986
• Roengsumaran, S. et al., J. Sci. Res. (Bhopal, India), 2000, 25, 169-176