4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol | 28199-69-1

• 物质功能分类: 天然产物 - 木脂素
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol
• 英文别名: 2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-5-(ω-hydroxypropyl)-7-methoxybenzofuran；3-[2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol；3-[2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-hydroxymethyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol；3-hydroxymethyl-5-(3-hydroxy-propyl)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzodihydrofuran；2,3-dihydro-2-(4'-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuran propanol；2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuranpropanol；4-[3-(Hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2-methoxy-phenol；4-[3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
• CAS: 28199-69-1；85165-02-2；125874-72-8；126253-41-6；133318-48-6；79171-87-2；14049-57-1
• 化学式: C₂₀H₂₄O₆
• 分子量: 360.407
• InChiKey: SBLZVJIHPWRSQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  540.9±50.0 °C(Predicted)
• 密度：
  1.261±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol 生成 (2R,3R)-2-hydroxy-3-(hydroxymethyl)butanedioic acid
  参考文献：
  名称：

  HABU, NAOTO;MATSUMOTO, YUJI;ISHIZU, ATSUSHI;NAKANO, JUNZO, MOKUDZAJ GAKKAJSI, 34,(1988) N, S. 732-738

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dihydro-2-(4'-O-β-D-glucopyranosyl-3'-methoxy-phenyl)-3-hydroxymethyl-5-(3-hydroxypropyl)-7-methoxybenzofuran 在 cellulase 作用下， 以 乙醇 为溶剂， 以50 mg的产率得到4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol
  参考文献：
  名称：

  Abe, Fumiko; Yamauchi, Tatsuo, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 10, p. 4340 - 4345

  摘要：

  DOI：

文献信息

• Nimz,H., Chemische Berichte, 1969, vol. 102, p. 3803 - 3817
  作者：Nimz,H.

  DOI：——

  日期：——
• Bioactive Lignans from the Trunk of <i>Abies holophylla</i>
  作者：Chung Sub Kim、Oh Wook Kwon、Sun Yeou Kim、Kang Ro Lee

  DOI：10.1021/np4005322

  日期：2013.11.22

  Six new lignans (1-6) were isolated from the trunk of Abies holophylla MAXIM, together with 11 known lignans (7-17). The structures of 1-7 were elucidated by spectroscopic methods, acid hydrolysis, and use of the modified Mosher's method. The effects of the isolates on nerve growth factor induction in a C6 rat glioma cell line were evaluated. Compounds 6, 7, and 13 showed significant induction of nerve growth factor secretion at concentrations of 10 mu M. Compounds 1, 5, 6, and 16 showed moderate inhibitory effects on nitric oxide production in lipopolysaccharide-activated BV-2 cells (IC50 28.5-36.4 mu M).
• Subbaraju, Gottumukkala V.; Kavitha, Jakka; Rajasekhar, Dodda, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 2, p. 357 - 359
  作者：Subbaraju, Gottumukkala V.、Kavitha, Jakka、Rajasekhar, Dodda、Hsu, Feng-Lin、Cheng, Kur-Ta

  DOI：——

  日期：——
• Isolation of Neoanisatin Derivatives from the Pericarps of Illicium majus with Other Constituents.
  作者：Isao KOUNO、Miwa HASHIMOTO、Sayuri ENJOJI、Masakatsu TAKAHASHI、Hiroshi KANETO、Chun-Shu YANG

  DOI：10.1248/cpb.39.1773

  日期：——

  Further studies on the constituents of Illicium majus have resulted in the isolation of five new neoanisatin derivatives and two known phytoquinoides together with two known neolignans. Two of the neoanisatin derivatives are 1-hydroxyl, which are the first examples isolated anisatin derivatives so far. Another one, 2-oxoneoanisatin, exhibited picrotoxin-like convulsions in mice, the same as anisatin. THe otehr two 3, 4-dehydroxy-2-oxoneoanisatin isomers could not be separated from each other, even with high performance liquid chromatography.
• Matsubara, Yoshiharu; Nakano, Tomohiro; Sawabe, Akiyoshi, Agricultural and Biological Chemistry, <hi>1990</hi>, vol. 54, # 2, p. 557 - 559
  作者：Matsubara, Yoshiharu、Nakano, Tomohiro、Sawabe, Akiyoshi、Iizuka, Yoshitomi、Okamoto, Kozo

  DOI：——

  日期：——