(23S,24S)-spirost-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-{O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside} | 227004-32-2

• 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: (23S,24S)-spirost-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-{O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside}
• 英文别名: (23S,24S)-spirosta-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-2)-α-L-arabinopyranoside>；(23S,24S)-spirosta-5,25(27)-dien-1β,3β,23,24-tetrol 1-O-[α-L-rhamnopyranosyl-(1->2)]-α-L-arabinopyranoside；(23S,24S)-spirosta-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-α-L-rhamnopyranosyl-(12)-O-α-L-arabinopyranoside；(1S,2S,3'S,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-14-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-3',4',16-triol
• CAS: 227004-32-2
• 化学式: C₃₈H₅₈O₁₄
• 分子量: 738.87
• InChiKey: ZXEKAAXICIEPTM-VYZHAIAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  52
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  217
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (23S,24S)-spirost-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-{O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside} 在 吡啶 作用下， 以10.8 mg的产率得到
  参考文献：
  名称：

  Steroidal saponins from the aerial parts of Dracaena draco and their cytostatic activity on HL-60 cells

  摘要：

  Chemical examination of the aerial parts of Dracaena draco has led to the isolation of a total of nine steroidal saponins, including five new ones. The structures of the new saponins were determined by spectral data and a few chemical transformations to be (23S,24S)-spirosta-5,25 (27)-diene-1 beta,3 beta,23,24-tetrol 1-O-{O-(2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl)-alpha-L-arabinopyranosyl} 24-O-beta-D-fucopyranoside, (23S,24S)-spirosta-5,25(27)-diene-1 beta,3 beta, 1-O-{O-alpha-L-rhamnopyranosyl-(l-->2)-alpha-L-arabinopyranoside}, (23S,24S)-spirosta-5,25(27)-diene-1 beta,3 beta,23,24-tetrol 1-O-{O-(4-O-acetyl-alpha-L-rhamnopyranosyl) arabinopyranoside}, (23S)-spirosta-5,25(27)-diene-1 beta,3 beta,23-triol 1-O-{O-alpha-L-rhamnopyranosyl)-(1-->2)-a-L-arabinopyranoside} and (23S)-spirosta-5,25(27)-diene-1 beta,3 beta,23-triol 1-O-{O-(4-O-acetyl-alpha-L-rhamnopyranosyl) (1-->2)-alpha-L-arabinopyranoside}. The isolated saponins were evaluated for their cytostatic activity on leukemia HL-60 cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00614-1
• 作为产物：
  描述：

  (23S,24S)-spirosta-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-2)-α-L-arabinopyranoside> 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以2.8 mg的产率得到(23S,24S)-spirost-5,25(27)-diene-1β,3β,23,24-tetrol 1-O-{O-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside}
  参考文献：
  名称：

  Steroidal saponins from the aerial parts of Dracaena draco and their cytostatic activity on HL-60 cells

  摘要：

  Chemical examination of the aerial parts of Dracaena draco has led to the isolation of a total of nine steroidal saponins, including five new ones. The structures of the new saponins were determined by spectral data and a few chemical transformations to be (23S,24S)-spirosta-5,25 (27)-diene-1 beta,3 beta,23,24-tetrol 1-O-{O-(2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl)-alpha-L-arabinopyranosyl} 24-O-beta-D-fucopyranoside, (23S,24S)-spirosta-5,25(27)-diene-1 beta,3 beta, 1-O-{O-alpha-L-rhamnopyranosyl-(l-->2)-alpha-L-arabinopyranoside}, (23S,24S)-spirosta-5,25(27)-diene-1 beta,3 beta,23,24-tetrol 1-O-{O-(4-O-acetyl-alpha-L-rhamnopyranosyl) arabinopyranoside}, (23S)-spirosta-5,25(27)-diene-1 beta,3 beta,23-triol 1-O-{O-alpha-L-rhamnopyranosyl)-(1-->2)-a-L-arabinopyranoside} and (23S)-spirosta-5,25(27)-diene-1 beta,3 beta,23-triol 1-O-{O-(4-O-acetyl-alpha-L-rhamnopyranosyl) (1-->2)-alpha-L-arabinopyranoside}. The isolated saponins were evaluated for their cytostatic activity on leukemia HL-60 cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00614-1