7-hydroxy-6-methoxy-3-[(2-oxo-2H-chromen-7-yl)oxy]-2H-chromen-2-one

• ChemBase编号: 179770
• 分子式: C19H12O7
• 平均质量: 352.29438
• 单一同位素质量: 352.05830272
• SMILES: c1(c(=O)oc2c(c1)cc(c(c2)O)OC)Oc1cc2oc(=O)ccc2cc1
• Canonical SMILES: COc1cc2cc(Oc3ccc4c(c3)oc(=O)cc4)c(=O)oc2cc1O
• InChI: InChI=1S/C19H12O7/c1-23-16-6-11-7-17(19(22)26-15(11)9-13(16)20)24-12-4-2-10-3-5-18(21)25-14(10)8-12/h2-9,20H,1H3
• InChIKey: JRHMMVBOTXEHGJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-hydroxy-6-methoxy-3-[(2-oxo-2H-chromen-7-yl)oxy]-2H-chromen-2-one
• IUPAC传统名: daphnoretin; 7-hydroxy-6-methoxy-3-[(2-oxo-2H-chromen-7-yl)oxy]-2H-chromen-2-one
• 别名: Thymelol; Edgeworthin; Daphnoretin

登记号

• CAS号: 2034-69-7
• PubChem SID: 164235680
• PubChem CID: 5281406

理论计算性质

• Acid pKa: 8.0433235
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 2.6880329
• LogD (pH = 7.4): 2.6010237
• Log P: 2.689265
• 摩尔折射率: 91.7106 cm^3
• 极化性: 34.51862 Å^3
• 极化表面积: 91.29 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Powder

药理学性质

• 生物活性机理: Protein kinase C activator

产品相关信息

• 生物来源: Constit. of Daphne mezereum and Wikstroemia viridiflora. A common bis-coumarin found in many plants
• 应用领域: Anti-HIV-1 and Antifungal activity; Cytostatic

参考文献

• Tschesche, R. et al., Annalen, 1963, 662, 113, (struct)
• Tschesche, R. et al., Naturwissenschaften, 1963, 50, 521, (struct)
• Kirkiacharian, B. et al., Bull. Soc. Chim. Fr., 1966, 770, (synth)
• Reisch, J. et al., Planta Med., 1968, 16, 372, (deriv)
• Majumder, P.L. et al., Phytochemistry, 1974, 13, 1929, (Edgeworthin)
• Tandon, S. et al., Phytochemistry, 1977, 16, 1991, (isol)
• Cordell, G.A., J. Nat. Prod., 1984, 47, 84, (pmr, cmr)
• Ulubelen, A. et al., J. Nat. Prod., 1986, 49, 692, (Edgeworthin)
• Chakrabarti, R. et al., Phytochemistry, 1986, 25, 557, (isol)
• Ke, H. et al., Planta Med., 2000, 66, 564-567, (isol, activity)