8,13-epoxy-7β-(theophyllinoacetoxy)-1α,6β-,9α-trihydroxylabd-14-en-11-one monohydrate | 115076-70-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 8,13-epoxy-7β-(theophyllinoacetoxy)-1α,6β-,9α-trihydroxylabd-14-en-11-one monohydrate
• 英文别名: [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] 2-(1,3-dimethyl-2,6-dioxopurin-7-yl)acetate
• CAS: 115076-70-5
• 化学式: C₂₉H₄₀N₄O₉
• 分子量: 588.658
• InChiKey: IBMVRJMUCMSWCM-PNPWRFEQSA-N

物化性质

• 沸点：
  760.7±70.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  42.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  175.11
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  8,13-epoxy-7β-(theophyllinoacetoxy)-1α,6β-,9α-trihydroxylabd-14-en-11-one monohydrate 在 sodium methylate 作用下， 以 1,4-二氧六环 为溶剂， 生成 (1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-yl)-acetic acid (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-5,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyl-dodecahydro-benzo[f]chromen-6-yl ester
  参考文献：
  名称：

  Cardiovascular effects of new water-soluble derivatives of forskolin

  摘要：

  A series of 6- and 7-aminoacyl derivatives of 7-deacetylforskolin was prepared to provide water-soluble derivatives of the potent cardioactive diterpenoid forskolin. The compounds were evaluated for positive inotropic and blood pressure lowering properties in pharmacological models. Several derivatives displayed potent positive inotropic activity in guinea pig atria (EC50 = 0.16-3.0 micrograms/mL). In the most active compounds, the amino moiety of the aminoacyl chain corresponded to a cyclic amine, and the acyl moiety to a C2-C4 alkanoyl group. In vivo biological evaluation led to the selection of 6-(piperidinoacetyl)-7-deacetylforskolin hydrochloride (49) as a candidate for clinical development.

  DOI：

  10.1021/jm00118a002
• 作为产物：
  描述：

  1alpha,6beta,7beta,9alpha-四羟基-8,13-环氧-赖百当-14-烯-11-酮 在 potassium carbonate 作用下， 以 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 8,13-epoxy-7β-(theophyllinoacetoxy)-1α,6β-,9α-trihydroxylabd-14-en-11-one monohydrate
  参考文献：
  名称：

  Cardiovascular effects of new water-soluble derivatives of forskolin

  摘要：

  A series of 6- and 7-aminoacyl derivatives of 7-deacetylforskolin was prepared to provide water-soluble derivatives of the potent cardioactive diterpenoid forskolin. The compounds were evaluated for positive inotropic and blood pressure lowering properties in pharmacological models. Several derivatives displayed potent positive inotropic activity in guinea pig atria (EC50 = 0.16-3.0 micrograms/mL). In the most active compounds, the amino moiety of the aminoacyl chain corresponded to a cyclic amine, and the acyl moiety to a C2-C4 alkanoyl group. In vivo biological evaluation led to the selection of 6-(piperidinoacetyl)-7-deacetylforskolin hydrochloride (49) as a candidate for clinical development.

  DOI：

  10.1021/jm00118a002

文献信息

• KHANDELWAL, Y.;RAJESHWARI, K.;RAJAGOPALAN, R.;SWAMY, LAKSHMI;DOHADWALLA, +, J. MED. CHEM., 31,(1988) N 10, C. 1872-1879
  作者：KHANDELWAL, Y.、RAJESHWARI, K.、RAJAGOPALAN, R.、SWAMY, LAKSHMI、DOHADWALLA, +

  DOI：——

  日期：——