stellatogenin | 13950-49-7

• 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: stellatogenin
• 英文别名: 3β,20,21β-trihydroxy-lupan-28-oic acid-21-lactone；3β,20,21β-Trihydroxy-lupan-28-saeure-21-lacton；(1R,4R,5R,8R,10S,13R,14R,17R,18S,19S,20S)-10-hydroxy-19-(2-hydroxypropan-2-yl)-4,5,9,9,13-pentamethyl-21-oxahexacyclo[18.2.1.01,18.04,17.05,14.08,13]tricosan-22-one
• CAS: 13950-49-7
• 化学式: C₃₀H₄₈O₄
• 分子量: 472.709
• InChiKey: KBZAUMGEQVDBJE-QVIFWINFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  34
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.97
• 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：

  stellatogenin 在 盐酸 作用下， 生成 thurberogenin
  参考文献：
  名称：

  Terpenoids. XI.¹ Investigation of Nine Cactus Species. Isolation of Two New Triterpenes, Stellatogenin and Machaeric Acid²

  摘要：

  DOI：

  10.1021/ja01610a033
• 作为产物：
  描述：

  stellatogenin 3-O-α-L-rhamnopyranosyl-(1->2)-[α-L-rhamnopyranosyl-(1->3)]-β-D-glucuronopyranoside 在 盐酸 、 水 作用下， 反应 3.0h， 以7.6 mg的产率得到stellatogenin
  参考文献：
  名称：

  New Triterpenoid Saponins from Stenocereus eruca

  摘要：

  Eight new triterpenoid saponins, stellatosides C (1), D (2), and E (3), stellatoside B methyl ester (4), stellatoside C methyl ester (5), thurberoside A (6), phillyriside A (7), and treleaseside A (8) were isolated from Stenocereus eruca A. C. Gibson & K. E. Horak (Machaerocereus eruca Br. & R.). The structures of these compounds were elucidated on the basis of spectroscopic evidence and their physicochemical properties.

  DOI：

  10.3987/com-12-12458

文献信息

• Terpenoids. XI.¹ Investigation of Nine Cactus Species. Isolation of Two New Triterpenes, Stellatogenin and Machaeric Acid²
  作者：Carl Djerassi、L. H. Liu、E. Farkas、A. E. Lippman、A. J. Lemin、L. E. Geller、R. N. McDonald、B. J. Taylor

  DOI：10.1021/ja01610a033

  日期：1955.3
• New Triterpenoid Saponins from Stenocereus eruca
  作者：Kunio Takahashi、Kaoru Kinoshita、Satoru Ito、Kiyotaka Koyama、Kazutaka Kakuta、Takeshi Koike

  DOI：10.3987/com-12-12458

  日期：——

  Eight new triterpenoid saponins, stellatosides C (1), D (2), and E (3), stellatoside B methyl ester (4), stellatoside C methyl ester (5), thurberoside A (6), phillyriside A (7), and treleaseside A (8) were isolated from Stenocereus eruca A. C. Gibson & K. E. Horak (Machaerocereus eruca Br. & R.). The structures of these compounds were elucidated on the basis of spectroscopic evidence and their physicochemical properties.