2-hydroxy-3-methyl-1,4-dihydronaphthalene-1,4-dione

• ChemBase编号: 179730
• 分子式: C11H8O3
• 平均质量: 188.17942
• 单一同位素质量: 188.04734412
• SMILES: C1(=C(C(=O)c2c(C1=O)cccc2)O)C
• Canonical SMILES: CC1=C(O)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C11H8O3/c1-6-9(12)7-4-2-3-5-8(7)11(14)10(6)13/h2-5,13H,1H3
• InChIKey: LULCPJWUGUVEFU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-3-methyl-1,4-dihydronaphthalene-1,4-dione
• IUPAC传统名: 2-hydroxy-3-methyl-1,4-dihydronaphthalene-1,4-dione
• 别名: Phthiocol

登记号

• CAS号: 483-55-6
• PubChem SID: 164235640
• PubChem CID: 10221

理论计算性质

• Acid pKa: 7.9920173
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.3698146
• LogD (pH = 7.4): 1.2723063
• Log P: 1.3712108
• 摩尔折射率: 52.5077 cm^3
• 极化性: 19.295668 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Involvement of calcium channels

产品相关信息

• 生物来源: Pigment of human tubercle bacillus. Also isol. from Streptococcus faecalis and Asplenium laciniatum
• 应用领域: Antibiotic; Antifungal activity; Hemostatic

参考文献

• Andersen, R.J. et al., J. Biol. Chem., 1933, 103, 197-201; 1939, 130, 429-430, (isol, synth)
• Fieser, L., J. Biol. Chem., 1940, 133, 391-396, (synth)
• Lichstein, H.C. et al., J. Bacteriol., 1946, 52, 145-146, (props)
• Weygand, F. et al., Chem. Ber., 1957, 90, 1879-1895, (synth)
• Gaultier, N. et al., Acta Cryst., 1965, 19, 919-926, (cryst struct)
• Baum, R.H. et al., J. Biol. Chem., 1965, 240, 3425-3433, (isol)
• Gupta, R.B. et al., Curr. Sci., 1976, 45, 44-46, (isol)
• Bansal, V. et al., Synth. Commun., 1995, 25, 1669-1675, (synth, pmr, ir)
• Kankaria, R.A. et al., Res. J. Chem. Environ., 2000, 4, 71-73, (Phthiocol, activity)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, HMI000