(25R)-3β-hydroxy-5β-spirostan-12-one | 38676-82-3

• 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: (25R)-3β-hydroxy-5β-spirostan-12-one
• 英文别名: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18R)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• CAS: 38676-82-3
• 化学式: C₂₇H₄₂O₄
• 分子量: 430.628
• InChiKey: QOLRLLFJMZLYQJ-XNAZPWNRSA-N

物化性质

• 熔点：
  186-188 °C
• 沸点：
  548.9±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (25R)-5β-spirostan-3β-ol-12-one-3-O-β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->3)]-β-D-galactopyranoside 生成 (25R)-3β-hydroxy-5β-spirostan-12-one
  参考文献：
  名称：

  NAKANO, KIMIKO;MIDZUTA, YUKARI;HARA, YUMIKO;MURAKAMI, KOTARO;TAKAISHI, YO+, PHYTOCHEMISTRY, 30,(1991) N, C. 633-636

  摘要：

  DOI：

文献信息

• Steroidal glycosides from the underground parts of Yucca glauca and their cytotoxic activities
  作者：Akihito Yokosuka、Tomoka Suzuki、Satoru Tatsuno、Yoshihiro Mimaki

  DOI：10.1016/j.phytochem.2014.02.002

  日期：2014.5

  Six steroidal glycosides and 14 known compounds were isolated from the underground parts of Yucca glauca (Agavaceae). Their structures were determined from extensive spectroscopic analysis, including analysis of two-dimensional NMR data, and from chemical transformations. The compounds were also evaluated for cytotoxic activities against HL-60 human leukemia cells and A549 human lung adenocarcinoma

  从丝兰（龙舌兰科）的地下部分中分离出 6 种甾体糖苷和 14 种已知化合物。它们的结构是通过广泛的光谱分析确定的，包括二维核磁共振数据的分析，以及化学转化。还评估了这些化合物对 HL-60 人白血病细胞和 A549 人肺腺癌细胞的细胞毒活性。四种螺甾醇糖苷和三种呋甾醇糖苷对 HL-60 和 A549 细胞均表现出细胞毒活性。其中两种化合物诱导 HL-60 细胞凋亡。
• Steroidal Glycosides from <i>Agave utahensis</i> and Their Cytotoxic Activity
  作者：Akihito Yokosuka、Maki Jitsuno、Satoru Yui、Masatoshi Yamazaki、Yoshihiro Mimaki

  DOI：10.1021/np900168d

  日期：2009.8.28

  Eight new spirostanol saponins (1−8) and three new furostanol saponins (9−11) were isolated from the whole plants of Agave utahensis. The structures of 1−11 were determined by analysis of extensive spectroscopic data. The saponins were evaluated for their cytotoxic activity against HL-60 human promyelocytic leukemia cells. Compound 1 showed cytotoxicity against HL-60 cells with an IC50 value of 4.9

  从龙舌兰的整个植物中分离出了8种新的螺固醇皂苷（1 − 8）和3种新的呋甾醇皂苷（9 − 11）。的结构1 - 11，通过广泛的光谱数据的分析来确定。评估皂苷对HL-60人早幼粒细胞白血病细胞的细胞毒性活性。化合物1对HL-60细胞具有细胞毒性，IC 50值为4.9μg/ mL，在HL-60细胞中诱导了细胞凋亡，并显着激活了caspase-3。
• NAKANO, KIMIKO;MIDZUTA, YUKARI;HARA, YUMIKO;MURAKAMI, KOTARO;TAKAISHI, YO+, PHYTOCHEMISTRY, 30,(1991) N, C. 633-636
  作者：NAKANO, KIMIKO、MIDZUTA, YUKARI、HARA, YUMIKO、MURAKAMI, KOTARO、TAKAISHI, YO+

  DOI：——

  日期：——