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eremanthin 9,10-α-epoxide | 38963-61-0

中文名称
——
中文别名
——
英文名称
eremanthin 9,10-α-epoxide
英文别名
9,10-Epoxyeremanthin;(1R,2S,4R,6S,10S,11R)-2-methyl-7,12-dimethylidene-3,9-dioxatetracyclo[9.3.0.02,4.06,10]tetradecan-8-one
eremanthin 9,10-α-epoxide化学式
CAS
38963-61-0
化学式
C15H18O3
mdl
——
分子量
246.306
InChiKey
JFFHVIUZNPTGGR-WJLGXSQGSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    1.9
  • 重原子数:
    18
  • 可旋转键数:
    0
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.67
  • 拓扑面积:
    38.8
  • 氢给体数:
    0
  • 氢受体数:
    3

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    eremanthin 9,10-α-epoxide 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂, 生成 eremanthin 9,10-chlorohydrine
    参考文献:
    名称:
    eremanthin明确转化为(-)-estafiatin
    摘要:
    从eremanthin()立体合成了(-)-estafiatin()。前者中环氧化物的α构型通过与相关氧化物的化学位移相关性得到证实。
    DOI:
    10.1016/s0040-4039(00)71501-2
  • 作为产物:
    描述:
    (11S)-1-oxoeudesm-2-eno-12,6α-lactone 在 吡啶六甲基磷酰三胺双氧水potassium acetate溶剂黄146 、 lithium tri-t-butoxyaluminum hydride 、 间氯过氧苯甲酸lithium diisopropyl amide 作用下, 以 四氢呋喃溶剂黄146 为溶剂, 反应 35.0h, 生成 eremanthin 9,10-α-epoxide
    参考文献:
    名称:
    Guaianolides as Immunomodulators. Synthesis and Biological Activities of Dehydrocostus Lactone, Mokko Lactone, Eremanthin, and Their Derivatives
    摘要:
    The naturally occurring guaianolides, namely mokko lactone (1), dehydrocostus lactone (2), eremanthin (3), and related guaianolides, 16, 17, 21, 22, 28-31, 33, 36, 37, and 39, have been synthesized starting from I-a-santonin in an effort to examine their structure-activity relationship as inhibitors of the killing function of cytotoxic T lymphocytes (CTL) and the induction of intercellular adhesion molecule-1 (ICAM-1). It was observed during the present study that the guaianolides possessing an alpha-methylene gamma-lactone moiety, i.e., 2, 3, 30, 33, 37, and 39, exhibited significant inhibitory activity toward the killing function of CTL and the induction of ICAM-1.
    DOI:
    10.1021/np980092u
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文献信息

  • Sesquiterpene lactones and other constituents of Vernonia species from ethiopia
    作者:Berhanu M. Abegaz、Annah W. Keige、Jesús D. Diaz、Werner Herz
    DOI:10.1016/0031-9422(94)85023-2
    日期:1994.1
    Abstract Aerial parts of five Vernonia species, i.e. V. leopoldi, V. myriantha, V. syringifolia, V. filigera and V. cinerascens were investigated an
    摘要 对斑斑斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物5种斑鸠菊属植物的地上部分进行了调查和研究,并研究了斑鸠菊科植物斑鸠菊科植物斑鸠菊科植物的地上部分。
  • Unambiguous transformation of eremanthin into (−)-estafiatin
    作者:Lélio A. Maçaira、F.Welbaneide L. Machado、Marcos Garcia、Jaime A. Rabi
    DOI:10.1016/s0040-4039(00)71501-2
    日期:1980.1
    A stereoselective synthesis of ()-estafiatin () from eremanthin () has been achieved. The α configuration of the epoxide in the former is confirmed by chemical shift correlation with related oxides.
    从eremanthin()立体合成了(-)-estafiatin()。前者中环氧化物的α构型通过与相关氧化物的化学位移相关性得到证实。
  • Guaianolides as Immunomodulators. Synthesis and Biological Activities of Dehydrocostus Lactone, Mokko Lactone, Eremanthin, and Their Derivatives
    作者:Saori Yuuya、Hisahiro Hagiwara、Toshio Suzuki、Masayoshi Ando、Atsushi Yamada、Kouji Suda、Takao Kataoka、Kazuo Nagai
    DOI:10.1021/np980092u
    日期:1999.1.1
    The naturally occurring guaianolides, namely mokko lactone (1), dehydrocostus lactone (2), eremanthin (3), and related guaianolides, 16, 17, 21, 22, 28-31, 33, 36, 37, and 39, have been synthesized starting from I-a-santonin in an effort to examine their structure-activity relationship as inhibitors of the killing function of cytotoxic T lymphocytes (CTL) and the induction of intercellular adhesion molecule-1 (ICAM-1). It was observed during the present study that the guaianolides possessing an alpha-methylene gamma-lactone moiety, i.e., 2, 3, 30, 33, 37, and 39, exhibited significant inhibitory activity toward the killing function of CTL and the induction of ICAM-1.
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