(2R,3R,4S,5S,6R)-2-[[(3S,5S,6S,8S,10S,13R,14S,17R)-3-hydroxy-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-methyloxane-3,4,5-triol | 1101857-13-9

• 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: (2R,3R,4S,5S,6R)-2-[[(3S,5S,6S,8S,10S,13R,14S,17R)-3-hydroxy-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-methyloxane-3,4,5-triol
• CAS: 1101857-13-9
• 化学式: C₃₃H₅₆O₇
• 分子量: 564.803
• InChiKey: YSTJVDRKMRHQGJ-RBOAUTROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  trisodium (20R,24S)-6α-O-(4-O-sodium sulfato-β-D-quinovopyranosyl)-5α-cholest-9(11)-en-3β,24-diyl disulfate 以 1,4-二氧六环 、 吡啶 为溶剂， 反应 2.5h， 以3.5 mg的产率得到(2R,3R,4S,5S,6R)-2-[[(3S,5S,6S,8S,10S,13R,14S,17R)-3-hydroxy-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-methyloxane-3,4,5-triol
  参考文献：
  名称：

  Cytotoxic Asterosaponins Capable of Promoting Polymerization of Tubulin from the Starfish Culcita novaeguineae

  摘要：

  Four new asterosaponins, novaeguinosides A (1), B (2), C (3), and D (4), were isolated from the bioactive fraction of the starfish Culcita novaeguineae, as active compounds capable of promoting polymerization of tubulin. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. Compounds I and 3 are characterized by sulfated side chains not previously found in asterosaponins, and 1 is the first example of a trisulfated asterosaponin. In the side chains of 2 and 4, the 26-carboxylic acid function is found as an amide derivative of taurine, which is a rare feature and first encountered among asterosaponins. All the asterosaponins showed cytotoxicity against two human tumor cell lines.

  DOI：

  10.1021/np8004858