(20S,22R,24S,25S,26R)-5α,6α:22,26:24,25-triepoxy-1α-O-D-glucosyl-26-hydroxy-17(13→18)abeo-ergosta-13,15,17-triene | 1510671-43-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (20S,22R,24S,25S,26R)-5α,6α:22,26:24,25-triepoxy-1α-O-D-glucosyl-26-hydroxy-17(13→18)abeo-ergosta-13,15,17-triene
• 英文别名: salpichrolide S；(2R,3R,4S,5S,6R)-2-[[(1S,2S,3S,7R,9S,11R)-15-[(1S)-1-[(1S,2R,4R,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-2-methyl-8-oxapentacyclo[9.8.0.02,7.07,9.012,17]nonadeca-12(17),13,15-trien-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1510671-43-8
• 化学式: C₃₄H₄₈O₁₀
• 分子量: 616.749
• InChiKey: FHQGOCXBOGJDOQ-RGDXCROQSA-N

物化性质

• 沸点：
  778.2±60.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (20S,22R,24S,25S,26R)-5α,6α:22,26:24,25-triepoxy-1α-O-D-glucosyl-26-hydroxy-17(13→18)abeo-ergosta-13,15,17-triene 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 葡萄糖
  参考文献：
  名称：

  Withanolides with Phytotoxic Activity from Two Species of the Genus Salpichroa: S. origanifolia and S. tristis var. lehmannii

  摘要：

  Seven new withanolides, salpichrolides O-U (1-7), the known 2,3-dihydrosalpichrolide B (9), a substance not previously isolated from a natural source, and three known compounds, salpichrolide D (8), salpichrolide A (10), and salpichrolide C (11), were isolated and characterized from the aerial parts of Salpichroa origanifolia and S. tristis var. lehmannii. Compounds 1-4 and 8 have an oxygenated D ring, while compounds 5-7 and 9-11 possess a six-membered aromatic D ring. The structures of the isolated compounds were identified by analysis of their spectroscopic data including NMR and MS. Withanolides 1, 3, 8, 10, and 11 exhibited selective radicle growth inhibition toward Lactuca sativa (lettuce) at 150 and 400 ppm.

  DOI：

  10.1021/np400559p

文献信息

• Withanolides with Phytotoxic Activity from Two Species of the Genus <i>Salpichroa</i>: <i>S. origanifolia</i> and <i>S. tristis</i> var. <i>lehmannii</i>
  作者：Viviana E. Nicotra、Ana V. Basso、Natalia S. Ramacciotti、Rosana I. Misico

  DOI：10.1021/np400559p

  日期：2013.12.27

  Seven new withanolides, salpichrolides O-U (1-7), the known 2,3-dihydrosalpichrolide B (9), a substance not previously isolated from a natural source, and three known compounds, salpichrolide D (8), salpichrolide A (10), and salpichrolide C (11), were isolated and characterized from the aerial parts of Salpichroa origanifolia and S. tristis var. lehmannii. Compounds 1-4 and 8 have an oxygenated D ring, while compounds 5-7 and 9-11 possess a six-membered aromatic D ring. The structures of the isolated compounds were identified by analysis of their spectroscopic data including NMR and MS. Withanolides 1, 3, 8, 10, and 11 exhibited selective radicle growth inhibition toward Lactuca sativa (lettuce) at 150 and 400 ppm.