7-oxo-10α-cucurbitadienol | 155914-81-1

• 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: 7-oxo-10α-cucurbitadienol
• 英文别名: 7-Oxo-10alpha-cucurbitadienol；(3S,8R,9S,10S,13R,14S,17R)-3-hydroxy-4,4,9,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-1,2,3,8,10,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
• CAS: 155914-81-1
• 化学式: C₃₀H₄₈O₂
• 分子量: 440.71
• InChiKey: WPHOBDITIAIXKJ-MVAYMFADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-oxo-10α-cucurbitadienol 在 platinum(IV) oxide 氢气 作用下， 以 吡啶 、 乙醇 为溶剂， 生成 7-oxo-24-dihydro-10α-cucurbitadienol acetate
  参考文献：
  名称：

  7-OX0-10α-Cucurbitadienol from the seeds of Trichosanthes kirilowii and its anti-inflammatory effect

  摘要：

  The structure of a new triterpene isolated from the seeds of Trichosanthes kirilowii was determined to be 7-oxo-10 alpha-cucurbita-5,24-dien-3 beta-ol (7-oxo-10 alpha-cucurbitadienol) by spectral and chemical methods. 7-0xo-10 alpha-cucurbitadienol, and its acetyl and 24-dihydro derivatives showed marked inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced ear inflammation in mice. The 50% inhibitory dose of these compounds for TPA-induced inflammation (1 mu g ear(-1)) was 0.4-0.7 mg ear(-1).

  DOI：

  10.1016/s0031-9422(00)97029-8
• 作为产物：
  描述：

  7-oxo-10α-cucurbitadienol acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 7-oxo-10α-cucurbitadienol
  参考文献：
  名称：

  7-OX0-10α-Cucurbitadienol from the seeds of Trichosanthes kirilowii and its anti-inflammatory effect

  摘要：

  The structure of a new triterpene isolated from the seeds of Trichosanthes kirilowii was determined to be 7-oxo-10 alpha-cucurbita-5,24-dien-3 beta-ol (7-oxo-10 alpha-cucurbitadienol) by spectral and chemical methods. 7-0xo-10 alpha-cucurbitadienol, and its acetyl and 24-dihydro derivatives showed marked inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced ear inflammation in mice. The 50% inhibitory dose of these compounds for TPA-induced inflammation (1 mu g ear(-1)) was 0.4-0.7 mg ear(-1).

  DOI：

  10.1016/s0031-9422(00)97029-8

文献信息

• 7-OX0-10α-Cucurbitadienol from the seeds of Trichosanthes kirilowii and its anti-inflammatory effect
  作者：Toshihiro Akihisa、Ken Yasukawa、Yumiko Kimura、Michio Takido、Wilhelmus C.M.C. Kokke、Toshitake Tamura

  DOI：10.1016/s0031-9422(00)97029-8

  日期：1994.5

  The structure of a new triterpene isolated from the seeds of Trichosanthes kirilowii was determined to be 7-oxo-10 alpha-cucurbita-5,24-dien-3 beta-ol (7-oxo-10 alpha-cucurbitadienol) by spectral and chemical methods. 7-0xo-10 alpha-cucurbitadienol, and its acetyl and 24-dihydro derivatives showed marked inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced ear inflammation in mice. The 50% inhibitory dose of these compounds for TPA-induced inflammation (1 mu g ear(-1)) was 0.4-0.7 mg ear(-1).