4-(3-羟基丁基)-3,5,5-三甲基环己-2-烯-1-酮 | 36151-02-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 4-(3-羟基丁基)-3,5,5-三甲基环己-2-烯-1-酮
• 中文别名: 3-氧代-7,8-二氢-a-紫罗兰醇；4-(3-羟基丁基)-3,5,5-三甲基-2-环己烯-1-酮
• 英文名称: (6R,9R)-9-hydroxymegastigman-4-en-3-one
• 英文别名: (6R,9R)-9-hydroxy-4-megastigmen-3-one；3-oxo-7,8-dihydro-α-ionol；(+)-(6R,9R)-blumenol C；blumenol C；blumenyl C；(4R)-4-[(3R)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one
• CAS: 36151-02-7
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: UEEJDIUOCUCVHN-PWSUYJOCSA-N

物化性质

• 沸点：
  313.7±21.0 °C(Predicted)
• 密度：
  0.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914400090

反应信息

• 作为反应物：
  描述：

  4-(3-羟基丁基)-3,5,5-三甲基环己-2-烯-1-酮 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 6.0h， 以2 mg的产率得到3,5,5-trimethyl-4-(3-oxobutyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  Structure elucidation and phytotoxicity of C13 nor-isoprenoids from Cestrum parqui

  摘要：

  Twelve C-13 nor-isoprenoids have been isolated from the leaves of Cestrum parqui (Solanaceae). The structure (2R,6R,9R)-2,9-dihydroxy-4-megastigmen-3-one has been assigned to the new compound. All the structures have been determined by spectroscopic means and chemical correlations. The compounds showed phytotoxic effect on the germination and growth of Lactuca sativa L. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2003.11.018
• 作为产物：
  描述：

  foliasalacioside B₂ 在 nariginase 作用下， 以 acetate buffer 为溶剂， 反应 96.0h， 以91.3%的产率得到4-(3-羟基丁基)-3,5,5-三甲基环己-2-烯-1-酮
  参考文献：
  名称：

  Megastigmane Glycosides from the Leaves of Salacia chinensis

  摘要：

  DOI：

  10.3987/com-07-11193

文献信息

• Structural Revisions of Blumenol C Glucoside and Byzantionoside B
  作者：Katsuyoshi Matsunami、Hideaki Otsuka、Yoshio Takeda

  DOI：10.1248/cpb.58.438

  日期：——

  The absolute stereochemistry of blumenol C glucoside and byzantionoside B was revised here as (6R,9S)- and (6R,9R)-9-hydroxymegastigman-4-en-3-one 9-O-beta-D-glucopyranosides, respectively, by modified Mosher's method. The empirical rules of (13)C-NMR chemical shift to determine the absolute stereochemistry of C-9 of 9-hydroxymegastigmane 9-O-beta-D-glucopyranoside were also discussed.

  此处将Blumenol C糖苷和拜占庭苷B的绝对立体化学分别修订为（6R，9S）-和（6R，9R）-9-hydroxymegastigman-4-en-3-one 9-O-beta-D-glucopyranosides，通过修改的莫舍尔方法。还讨论了（13）C-NMR化学位移确定9-羟基大麦角9-O-β-D-吡喃葡萄糖苷C-9的绝对立体化学的经验规则。
• Megastigmane glycosides from seeds of Trifoliumalexandrinum
  作者：Khaled M Mohamed、Mahmoud H Mohamed、Kazuhiro Ohtani、Ryoji Kasai、Kazuo Yamasaki

  DOI：10.1016/s0031-9422(98)00603-7

  日期：1999.3

  Five megastigmane glycosides have been isolated From the seeds of Trifolium alexandrinum L., of which two are known compounds, while three are new compounds showing the presence of apiofuranosyl-(1 --> 2)-glucopyranosyl residue as a sugar moiety. The structures of the isolated compounds were established on the basis of NMR and mass spectral data. (C) 1999 Elsevier Science Ltd. All rights reserved.
• MIYASE, TOSHIO;UENO, AKIRA;TAKIZAWA, NOBUO;KOBAYASHI, HIROMI;, OGUCHI HIR+, CHEM. AND PHARM. BULL., 36,(1988) N 7, C. 2475-2484
  作者：MIYASE, TOSHIO、UENO, AKIRA、TAKIZAWA, NOBUO、KOBAYASHI, HIROMI、, OGUCHI HIR+

  DOI：——

  日期：——

表征谱图