7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one

• ChemBase编号: 179775
• 分子式: C15H16O4
• 平均质量: 260.28514
• 单一同位素质量: 260.10485899
• SMILES: c12c(c(ccc2ccc(=O)o1)OC)OCC=C(C)C
• Canonical SMILES: COc1ccc2c(c1OCC=C(C)C)oc(=O)cc2
• InChI: InChI=1S/C15H16O4/c1-10(2)8-9-18-15-12(17-3)6-4-11-5-7-13(16)19-14(11)15/h4-8H,9H2,1-3H3
• InChIKey: ACDXWKPFNJLKPD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
• IUPAC传统名: 7-methoxy-8-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
• 别名: 7-Methoxy-8-prenyloxycoumarin

登记号

• PubChem SID: 164235685
• PubChem CID: 8016504

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 2.8292632
• LogD (pH = 7.4): 2.8292632
• Log P: 2.8292632
• 摩尔折射率: 73.5932 cm^3
• 极化性: 27.862503 Å^3
• 极化表面积: 44.76 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Cytokine release inhibitor

产品相关信息

• 生物来源: Constit. of Artemisia caruifolia and Coleonema calycinum
• 应用领域: Cytostatic

参考文献

• Bohm, B.A. et al., Can. J. Biochem., 1961, 39, 1389, (struct)
• Billek, G. et al., Monatsh. Chem., 1962, 93, 85, (8-Me ether)
• Barnes, C.S. et al., Aust. J. Chem., 1964, 17, 975, (ms)
• Brown, S.A. et al., Phytochemistry, 1964, 469, (biosynth)
• Jain, B.D., Anal. Chim. Acta, 1967, 37, 1358, (use)
• Mendz, J. et al., Microchem. J., 1969, 14, 567, (uv)
• Wildenhaim, W. et al., J. Prakt. Chem., 1970, 312, 690, (isol)
• Herz, W. et al., Phytochemistry, 1970, 9, 891, (isol)
• Sato, M. et al., Phytochemistry, 1972, 11, 657; 2367, (biosynth)
• Jurd, L. et al., Aust. J. Chem., 1974, 27, 2697, (synth)
• Abyshev, A.Z., Khim. Prir. Soedin., 1974, 10, 568; Chem. Nat. Compd. (Engl. Transl.), 1974, 10, 581, (isol)
• Gnther, H. et al., Org. Magn. Reson., 1975, 7, 339, (cmr, deriv)
• Cussans, N.J. et al., Tetrahedron, 1975, 31, 2719, (cmr)
• Ueno, K. et al., Acta Cryst. B, 1976, 31, 946, (cryst struct)
• Rybalko, K.S. et al., Khim. Prir. Soedin., 1976, 12, 294; Chem. Nat. Compd. (Engl. Transl.), 1976, 12, 262, (isol)
• MacLeod, J.K. et al., Aust. J. Chem., 1978, 31, 1545, (synth)
• Shimomura, H. et al., Chem. Pharm. Bull., 1980, 347, (deriv)
• Barua, N.C. et al., Phytochemistry, 1980, 19, 2217, (deriv)
• Gray, A.I. et al., Phytochemistry, 1981, 26, 1171; 1987, 257, (derivs)
• Joseph-Nathan, P. et al., J. Het. Chem., 1984, 21, 1141, (pmr, deriv)
• Borges del Castillo, J. et al., Phytochemistry, 1984, 23, 859, (derivs)
• Brown, S.A., Z. Naturforsch., C, 1986, 41, 247, (biosynth)
• Pastor, R.E. et al., Can. J. Chem., 1987, 65, 1356, (cmr)
• Reisch, J. et al., Monatsh. Chem., 1988, 119, 1333, (synth)