16-O-乙酰基豨莶精醇 | 1188282-01-0

• 物质功能分类: 天然产物 - 萜类
• 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
• 中文名称: 16-O-乙酰基豨莶精醇
• 英文名称: 16-O-acetyldarutigenol
• 英文别名: ent-16-acetoxy-8(14)-pimarane-3,15S-diol；ent-16-acetoxy-8(14)-pimarene-3β,15S-diol；[(2R)-2-[(2S,4aR,4bS,7R,8aS)-7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]-2-hydroxyethyl] acetate
• CAS: 1188282-01-0
• 化学式: C₂₂H₃₆O₄
• 分子量: 364.525
• InChiKey: INQYJHPSJRFCLW-MGNVCTHBSA-N

物化性质

• 沸点：
  490.5±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  16-O-乙酰基豨莶精醇 、 乙酰氯 在 吡啶 作用下， 反应 2.0h， 生成 3,15,16-tri-O-acetyldarutigenol
  参考文献：
  名称：

  Cytotoxic Germacrane-Type Sesquiterpenes, Pimarane-Type Diterpenes, and a Naphthalene Derivative from Wollastonia biflora

  摘要：

  Phytochemical investigation of the whole plants of Wollastonia biflora led to the isolation and identification of three new germacrane-type sesquiterpenes (1-3), two new pimarane-type diterpenes (4-5), and a new naphthalene glycoside (6), along with 11 known compounds. Their structures were characterized on the basis of spectroscopic analyses and chemical methods. Compounds 1, 2, and 3 showed significant cytotoxic activity against the growth of hepatocellular carcinoma BEL-7402 cells in vitro.

  DOI：

  10.1021/np060515p
• 作为产物：
  描述：

  16-O-acetyldarutoside 在 β-cellulase 、 水 作用下， 反应 48.0h， 以0.9 mg的产率得到16-O-乙酰基豨莶精醇
  参考文献：
  名称：

  Cytotoxic Germacrane-Type Sesquiterpenes, Pimarane-Type Diterpenes, and a Naphthalene Derivative from Wollastonia biflora

  摘要：

  Phytochemical investigation of the whole plants of Wollastonia biflora led to the isolation and identification of three new germacrane-type sesquiterpenes (1-3), two new pimarane-type diterpenes (4-5), and a new naphthalene glycoside (6), along with 11 known compounds. Their structures were characterized on the basis of spectroscopic analyses and chemical methods. Compounds 1, 2, and 3 showed significant cytotoxic activity against the growth of hepatocellular carcinoma BEL-7402 cells in vitro.

  DOI：

  10.1021/np060515p

文献信息

• Cytotoxic Germacrane-Type Sesquiterpenes, Pimarane-Type Diterpenes, and a Naphthalene Derivative from <i>Wollastonia </i><i>biflora</i>
  作者：Wenliang Chen、Weidong Tang、Rujun Zhang、Liguang Lou、Weimin Zhao

  DOI：10.1021/np060515p

  日期：2007.4.1

  Phytochemical investigation of the whole plants of Wollastonia biflora led to the isolation and identification of three new germacrane-type sesquiterpenes (1-3), two new pimarane-type diterpenes (4-5), and a new naphthalene glycoside (6), along with 11 known compounds. Their structures were characterized on the basis of spectroscopic analyses and chemical methods. Compounds 1, 2, and 3 showed significant cytotoxic activity against the growth of hepatocellular carcinoma BEL-7402 cells in vitro.