linearol | 37720-82-4

• 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
• 英文名称: linearol
• 英文别名: 3α,7β-dihydroxy-18-acetoxy-ent-kaur-16-en; Linearol；Linearol；[(1R,2S,4S,5S,6R,9S,10S)-2,6-dihydroxy-5,9-dimethyl-14-methylidene-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl acetate
• CAS: 37720-82-4
• 化学式: C₂₂H₃₄O₄
• 分子量: 362.51
• InChiKey: FOSUPIBQARPELG-LLQHYNHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  linearol 在 CALB lipase 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 48.0h， 以68%的产率得到(3alpha,5beta,7beta,8alpha,9beta,10alpha,13alpha)-Kaur-16-ene-3,7,19-triol
  参考文献：
  名称：

  ent-Kaurane二萜的酶催化转化

  摘要：

  菲尔：蒙萨尔维，莱安德罗·尼古拉斯。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Oficina de Coordinacion Administrativa Ciudad Universitaria。Unidad de Microanalisis y Metodos Fisicos en Quimica Organica。布宜诺斯艾利斯大学。Facultad de Ciencias Exactas y Naturales。Unidad de Microanalisis y Metodos Fisicos en Quimica Organica；阿根廷。布宜诺斯艾利斯大学。Facultad de Ciencias Exactas y Naturales。Departamento de Quimica Organica;

  DOI：

  10.1002/ejoc.200400862

文献信息

• An ent-kaurane from Sideritis huber-morathii
  作者：K.Husnu Can Baser、Maria Luisa Bondi、Maurizio Bruno、Nese Kirimer、Franco Piozzi、Gulendam Tumen、Nadia Vassallo

  DOI：10.1016/s0031-9422(96)00371-8

  日期：1996.12

  A new ent-kaurane diterpenoid, 3,7,18-triacetyl-foliol, was isolated from Sideritis huber-morathii, together with known diterpenes. Two known ent-kauranoids were found in S. caesarea.

  从Sideritis huber-morathii 中分离出一种新的ent-kaurane diterpenoid，3,7,18-triacetyl-foliol，以及已知的二萜。在 S. caesarea 中发现了两种已知的 ent-kauranoids。
• Anti-HIV Agents Derived from the <i>e</i><i>nt</i>-Kaurane Diterpenoid Linearol
  作者：Maurizio Bruno、Sergio Rosselli、Ivana Pibiri、Nicole Kilgore、Kuo-Hsiung Lee

  DOI：10.1021/np020029b

  日期：2002.11.1

  Twenty-six semisynthetic ent-kaurane derivatives of linearol (1) have been investigated for their anti-HIV effects. Five compounds (4, 7, 11, 25, and 26) showed significant activity against HIV replication in H9 lymphocyte cells with EC50 values in the range <0.1-3.11 μg/mL. With TI values of 163 and 184, compounds 4 and 25 are especially promising for further development as potential anti-HIV agents.
• Semisynthetic derivatives of ent-kauranes and their antifeedant activity
  作者：Maurizio Bruno、Sergio Rosselli、Ivana Pibiri、Franco Piozzi、Maria Luisa Bondı̀、Monique S.J Simmonds

  DOI：10.1016/s0031-9422(01)00252-7

  日期：2001.10

  Chemical modification of functional groups on linearol yielded several ent-kaurane derivatives. These compounds were tested for their antifeedant activity against larvae of Spodoptera littoralis. Although linearol did not influence the feeding behaviour of larvae, some of its derivatives showed significant antifeedant activity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Enzyme-Catalysed Transformations ofent-Kaurane Diterpenoids
  作者：Leandro N. Monsalve、Sergio Rosselli、Maurizio Bruno、Alicia Baldessari

  DOI：10.1002/ejoc.200400862

  日期：2005.5

  Nicolas. Consejo Nacional de Investigaciones Cientificas y Tecnicas. Oficina de Coordinacion Administrativa Ciudad Universitaria. Unidad de Microanalisis y Metodos Fisicos en Quimica Organica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanalisis y Metodos Fisicos en Quimica Organica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales

  菲尔：蒙萨尔维，莱安德罗·尼古拉斯。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Oficina de Coordinacion Administrativa Ciudad Universitaria。Unidad de Microanalisis y Metodos Fisicos en Quimica Organica。布宜诺斯艾利斯大学。Facultad de Ciencias Exactas y Naturales。Unidad de Microanalisis y Metodos Fisicos en Quimica Organica；阿根廷。布宜诺斯艾利斯大学。Facultad de Ciencias Exactas y Naturales。Departamento de Quimica Organica;