(25S)-5β-spirostan-3β-ol 3-O-α-L-arabinopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-β-D-glucopyranoside | 84765-74-2

• 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: (25S)-5β-spirostan-3β-ol 3-O-α-L-arabinopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-β-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 84765-74-2
• 化学式: C₄₄H₇₂O₁₇
• 分子量: 873.045
• InChiKey: KCJCMMKXYAIXFR-IFBGARPXSA-N

物化性质

• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  61
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  256
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  (25S)-5β-spirostan-3β-ol 3-O-α-L-arabinopyranosyl-(1->4)-[β-D-glucopyranosyl-(1->2)]-β-D-glucopyranoside 在 硫酸 作用下， 以 甲醇 、 水 为溶剂， 反应 99.0h， 生成 丝兰提取物
  参考文献：
  名称：

  Steroidal saponins of Asparagus curillus

  摘要：

  DOI：

  10.1016/s0031-9422(82)85045-0
• 作为产物：
  描述：

  (25S)-5β-spirostan-3β-ol 3-O-α-L-arabinopyranosyl-(1->6)-[α-L-arabinopyranosyl-(1->4)]-[β-D-glucopyranosyl-(1->2)]-β-D-glucopyranoside 在 盐酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 以4.74 mg的产率得到(25S)-5β-spirostan-3β-ol 3-O-α-L-arabinopyranosyl-(1->6)-[β-D-glucopyranosyl-(1->2)]-β-D-glucopyranoside
  参考文献：
  名称：

  Bioactive Constituents from Asparagus cochinchinensis

  摘要：

  Bioassay-directed fractionation of the dried roots of Asparagus cochinchinensis led to the isolation of a new spirostanol saponin, asparacoside (1), two new C-27 spirosteroids, asparacosins A (2) and B (3), a new acetylenic derivative, 3"-methoxyasparenydiol (4), and a new polyphenol, 3'-hydroxy-4'-methoxy-4'dehydroxynyasol (6), as well as five known phenolic compounds, asparenydiol (5), nyasol (7), 3"-methoxynyasol (8), 1,3-bis-di-p-hydroxyphenyl-4-penten-1-one (9), and trans-coniferyl alcohol (10). Compounds 1, 6, and 8 demonstrated moderate cytotoxicities in a panel comprised of KB, Col-2, LNCaP, Lu-1, and HUVEC cells, with IC50 values ranging from 4 to 12 mug/mL. The structures were determined by spectroscopic and chemical methods.

  DOI：

  10.1021/np030370b

文献信息

• Steroidal saponins of Asparagus curillus
  作者：S.C. Sharma、O.P. Sati、R. Chand

  DOI：10.1016/s0031-9422(82)85045-0

  日期：1982.1
• Bioactive Constituents from <i>Asparagus cochinchinensis</i>
  作者：Hong-Jie Zhang、Kongmany Sydara、Ghee Teng Tan、Cuiying Ma、Bounhoong Southavong、D. Doel Soejarto、John M. Pezzuto、Harry H. S. Fong

  DOI：10.1021/np030370b

  日期：2004.2.1

  Bioassay-directed fractionation of the dried roots of Asparagus cochinchinensis led to the isolation of a new spirostanol saponin, asparacoside (1), two new C-27 spirosteroids, asparacosins A (2) and B (3), a new acetylenic derivative, 3"-methoxyasparenydiol (4), and a new polyphenol, 3'-hydroxy-4'-methoxy-4'dehydroxynyasol (6), as well as five known phenolic compounds, asparenydiol (5), nyasol (7), 3"-methoxynyasol (8), 1,3-bis-di-p-hydroxyphenyl-4-penten-1-one (9), and trans-coniferyl alcohol (10). Compounds 1, 6, and 8 demonstrated moderate cytotoxicities in a panel comprised of KB, Col-2, LNCaP, Lu-1, and HUVEC cells, with IC50 values ranging from 4 to 12 mug/mL. The structures were determined by spectroscopic and chemical methods.