2S-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol | 640293-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2S-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol
• 英文别名: 3-(4'-hydroxy-3'-methoxyphenyl)-propane-1,2-diol；1,2-Propanediol, 3-(4-hydroxy-3-methoxyphenyl)-, (2S)-；(2S)-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol
• CAS: 640293-43-2
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: QGFJORGLNPWXMK-QMMMGPOBSA-N

物化性质

• 沸点：
  418.4±40.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4'-hydroxy-3'-methoxyphenyl)-1-acetoxy-2-propanol 生成 2S-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol
  参考文献：
  名称：

  Canangalias A and B from the stem bark of Cananga latifolia

  摘要：

  Cananga latifolia, a Thai medical plant, is used for the treatment of dizziness and fever. In this study, two new juvenile hormone III analogues, canangalias A and B (1 and 2) and a new phenylpropanoid derivative, 3-(4'-hydroxy-3'-methoxyphenyl)-1-acetoxy-2-propanol (3) were isolated from the stem bark of this plant. In addition, ten known compounds including three juvenile hormone III analogues (4-6), two alkaloids (7-8), two phenylpropanoids (9-10), a neolignan (11), a lignan (12) and catechaldehyde (13) were found. Compounds 4-7 and 12 exhibited antifungal activity against Pythium insidiosum by showing inhibition zone with diameters of 14.0, 24.0, 16.0, 14.0, and 16.1 mm, respectively. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2015.05.025

文献信息

• Tyrosyl-DNA Phosphodiesterase I Inhibitors from the Australian Plant <i>Macropteranthes leichhardtii</i>
  作者：Li-Wen Tian、Yunjiang Feng、Trong D. Tran、Yoko Shimizu、Tom Pfeifer、Paul I. Forster、Ronald J. Quinn

  DOI：10.1021/acs.jnatprod.5b00211

  日期：2015.7.24

  Mass-directed isolation of the CH2Cl2/MeOH extract from the bark of an Australian plant, Macropteranthes leichhardtii, resulted in the purification of a new phenylpropanoid glucoside, macropteranthol (1), together with four known analogues (2-5). The structure of compound 1 was elucidated by NMR and MS data analyses and quantum chemical calculations. Compounds 3 and 5 showed inhibitory activity against tyrosyl-DNA phosphodiesterase I with IC50 values of similar to 1.0 mu M.