1-(4-hydroxy-3-phenyl)-2-<2-methoxy-4-<1-(E)-propene-3-ol>-phenoxy>-propane-1,3-diol

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-(4-hydroxy-3-phenyl)-2-<2-methoxy-4-<1-(E)-propene-3-ol>-phenoxy>-propane-1,3-diol
• 英文别名: (1S,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(1E)-3-hydroxy-1-propen-1-yl]-2-methoxyphenoxy]-1,3-propanediol；threo-3,3′-dimethoxy-4,8′-oxyneoligna-9,4′,7′,9′-tetraol-7(8)-ene；(1S,2R)-1-(4-Hydroxy-3-methoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol
• 化学式: C₂₀H₂₄O₇
• 分子量: 376.406
• InChiKey: FYEZJIXULOZDRT-WGLWSTOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2-二甲氧基丙烷 、 1-(4-hydroxy-3-phenyl)-2-<2-methoxy-4-<1-(E)-propene-3-ol>-phenoxy>-propane-1,3-diol 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以100%的产率得到4-{(4R,5S)-5-[4-((E)-3-Hydroxy-propenyl)-2-methoxy-phenoxy]-2,2-dimethyl-[1,3]dioxan-4-yl}-2-methoxy-phenol
  参考文献：
  名称：

  Structures of New Aromatics Glycosides from a Japanese Folk Medicine, the Roots of Angelica furcijuga

  摘要：

  从一种日本民间药材--毛当归的根中分离出了三种新的芳香族苷--hyuganosides II、IIIa 和 IIIbITAGAWA。根据化学和物理化学证据确定了新苷的结构。

  DOI：

  10.1248/cpb.52.1387
• 作为产物：
  描述：

  hyuganoside IIIa 在 acetate buffer 、 β-glucosidase 作用下， 反应 15.0h， 以100%的产率得到1-(4-hydroxy-3-phenyl)-2-<2-methoxy-4-<1-(E)-propene-3-ol>-phenoxy>-propane-1,3-diol
  参考文献：
  名称：

  Structures of New Aromatics Glycosides from a Japanese Folk Medicine, the Roots of Angelica furcijuga

  摘要：

  从一种日本民间药材--毛当归的根中分离出了三种新的芳香族苷--hyuganosides II、IIIa 和 IIIbITAGAWA。根据化学和物理化学证据确定了新苷的结构。

  DOI：

  10.1248/cpb.52.1387

文献信息

• A novel 8,4′-oxyneolignan diglycoside from Ligusticum sinensis
  作者：Jian Ping Ma、Chang Heng Tan、Da Yuan Zhu、Ling Jin

  DOI：10.1016/j.cclet.2011.07.018

  日期：2011.12

  A novel 8,4 '-oxyneolignan diglycoside, named ligusinenoside D (1), was isolated from the rhizomes of Ligusticum sinensis, together with five known analogues 2-6. The absolute configurations of 1 and 2 were elucidated by means of enzymatic hydrolysis and spectroscopic data. (C) 2011 Jian Ping Ma. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Revised structure for a neolignan from Brucea javanica
  作者：Shiming Li、Knut Lundquist、Adrian F.A Wallis

  DOI：10.1016/s0031-9422(98)00449-x

  日期：1998.12

  On the basis of H-1 and C-13 NMR spectral comparison with natural and synthetic compounds, the neolignan isomers isolated from Brucea javanica for which unusual 8-O-6'-structures were proposed have been reassigned to the conventional 8-O-6'-structures (erythro and threo-guaiacylglycerol-beta-coniferyl ether), respectively. Thus far, there is no evidence for the existence of 8-O-6'-neolignans in nature. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Structures of New Aromatics Glycosides from a Japanese Folk Medicine, the Roots of Angelica furcijuga
  作者：Toshio Morikawa、Hisashi Matsuda、Norihisa Nishida、Teruki Ohgushi、Masayuki Yoshikawa

  DOI：10.1248/cpb.52.1387

  日期：——

  Three new aromatics glycosides, hyuganosides II, IIIa, and IIIb, were isolated from a Japanese folk medicine, the roots of Angelica furcijuga KITAGAWA. The structures of the new glycosides were determined on the basis of chemical and physicochemical evidence.

  从一种日本民间药材--毛当归的根中分离出了三种新的芳香族苷--hyuganosides II、IIIa 和 IIIbITAGAWA。根据化学和物理化学证据确定了新苷的结构。