philadelphicalactone A | 1312689-96-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: philadelphicalactone A
• 英文别名: philadelphicalactone C；(17R,20R,22R,24R,25R)-5β,6β-epoxy-4β,16β,20,24-tetrahydroxy-1-oxowith-2-en-26,22-olide；(1S,2R,6S,7R,9R,11S,12S,14S,15R,16S)-6,14-dihydroxy-15-[(1R)-1-hydroxy-1-[(2R,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
• CAS: 1312689-96-5
• 化学式: C₂₈H₄₀O₈
• 分子量: 504.621
• InChiKey: AUYMUBSSDGARRM-ZAXLKICJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  137
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  philadelphicalactone A 、 乙酸酐 在 吡啶 作用下， 反应 3.0h， 以6.4 mg的产率得到diacetylphiladelphicalactone C
  参考文献：
  名称：

  Philadelphicalactones C and D and other cytotoxic compounds from Physalis philadelphica

  摘要：

  Two new withanolides, philadelphicalactone C (1) and philadelphicalactone D (4), along with the known withaphysacarpin (3), ixocarpanolide (5), philadelphicalactone A (6), and ixocarpalactone A (7) were isolated from the aerial parts of Physalis philadelphica Lam. Structures of these compounds were determined by spectroscopic analyses and that of philadelphicalactone C (1) was confirmed by X-ray crystallographic analysis. Evaluation of the cytotoxic activity of all isolates and the derivative 2 against a panel of human cancer cell lines indicated a potent activity of compounds 2, 3, 6, and 7. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.03.018