3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

• ChemBase编号: 171502
• 分子式: C21H20O6
• 平均质量: 368.3799
• 单一同位素质量: 368.12598836
• SMILES: c1(cc(c2c(c1CC=C(C)C)oc(c(c2=O)O)c1ccc(cc1)OC)O)O
• Canonical SMILES: COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O)cc(c2c(=O)c1O)O
• InChI: InChI=1S/C21H20O6/c1-11(2)4-9-14-15(22)10-16(23)17-18(24)19(25)20(27-21(14)17)12-5-7-13(26-3)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3
• InChIKey: TUUXBSASAQJECY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
• IUPAC传统名: 3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)chromen-4-one
• 别名: Icaritin; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; Icaritin

登记号

• CAS号: 118525-40-9
• PubChem SID: 164227412
• PubChem CID: 5318980

理论计算性质

• Acid pKa: 6.217616
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 4.25857
• LogD (pH = 7.4): 3.0638046
• Log P: 4.334326
• 摩尔折射率: 103.6064 cm^3
• 极化性: 38.584087 Å^3
• 极化表面积: 96.22 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: N/A; Yellow powder

详细说明

Toronto Research Chemicals - I163700

A metabolite of Icariin. Icaritin and Desmethylicaritin, two metabolites of Icariin, dramatically inhibit the growth of most malignant cells. They also have significant antiangiogenesis properties, inhibiting or eliminating entirely the development of new

参考文献

• Carmichael, J; Cancer Res 1987, 47, 943,,,Franke, T; Science 1997, 275, 665,,,Kowalski, J; Pharmacol Rep 2005, 57, 390,,,Lee, G; Eur J Pharmacol 2006, 551, 143,,,