dioscorine | 3329-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: dioscorine
• 英文别名: (1R)-2,4'-dimethyl-3'H-(5exoO)-spiro[2-aza-bicyclo[2.2.2]octane-5,2'-pyran]-6'-one；(1R,5S)-2,4'-dimethyl-3'H-spiro[2-aza-bicyclo[2.2.2]octane-5,2'-pyran]-6'-one；(1R,5S)-2,4'-Dimethyl-3'H-spiro[2-aza-bicyclo[2.2.2]octan-5,2'-pyran]-6'-on；dioscorin；(1R,4R,5S)-2,4'-dimethylspiro[2-azabicyclo[2.2.2]octane-5,2'-3H-pyran]-6'-one
• CAS: 3329-91-7
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: YBQKKTNDAXVYGX-WZRBSPASSA-N

物化性质

• 熔点：
  54-55°
• 比旋光度：
  D18 -35.0° (c = 3.4 in chloroform)
• 沸点：
  140-145 °C(Press: 0.04 Torr)
• 密度：
  1.15±0.1 g/cm3(Predicted)
• 颜色/状态：
  GREENISH-YELLOW PRISMS FROM ETHER
• 溶解度：
  SOLUBLE IN WATER, ALCOHOL, ACETONE, CHLOROFORM, SLIGHTLY SOL IN ETHER, BENZENE, PETROLEUM ETHER
• 旋光度：
  SPECIFIC OPTICAL ROTATION: -35 DEG @ 18 °C/D (CHLOROFORM, 3.4%); MAXIMUM ABSORPTION (METHANOL): 215 NM (E= 10,160)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

毒理性

• 副作用

神经毒素 - 其他中枢神经系统神经毒素

Neurotoxin - Other CNS neurotoxin

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 人类毒性摘录

热带非洲国家食品和环境中的有毒化学品问题正在讨论中。内生食品毒素包括芋头碱。

THE PRESENCE OF TOXIC CHEMICALS IN FOODS AND THE ENVIRONMENT OF TROPICAL AFRICAN COUNTRIES IS DISCUSSED. ENDOGENOUS FOOD TOXINS INCLUDE DIOSCORINE.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为产物：
  描述：

  葫芦巴碱 生成 dioscorine
  参考文献：
  名称：

  胡荽碱生物合成薯蓣碱

  摘要：

  摘要 [6-14C,2-3H]烟酸、[6-14C,6-3H]烟酸、[甲基-14C,2-2H,3H]葫芦巴碱和[甲基-14C,6-2H,3H]葫芦巴碱全部掺入山药薯蓣中发现的生物碱dioscorine的异奎宁环部分，相对于14C完全保留3H。[2-2H]-和[6-2H]衍生的二恶草碱样品的化学降解]表明所有14C都位于其N-甲基基团上。2H NMR光谱确定葫芦巴碱分别在 3-pro-R 和 C-1 位置用氘标记。这些结果与关于二恶草碱生物合成的新假设一致。

  DOI：

  10.1016/0031-9422(88)83019-x

文献信息

• Aza-bridged bicyclic amine derivatives for use as novel cholinergic receptor ligands
  申请人：——

  公开号：US20040029911A1

  公开（公告）日：2004-02-12

  The present invention discloses novel cholinergic receptor ligands. The present invention also relates to the synthesis of substituted derivatives of aza-bridged bicyclic amines for use as muscarinic receptor ligands as well as methods of regulating function of certain cholinergic receptors, and hence acting as antagonists, agonists and partial agonists at certain specific cholinergic receptor subtypes. The present invention also relates to methods for treating disorders associated with cholinergic receptors.

  本发明公开了新型胆碱能受体配体。本发明还涉及合成替代的氮杂桥联双环胺衍生物，用作肌碱能受体配体，以及调节某些胆碱能受体功能的方法，因此在某些特定胆碱能受体亚型上作为拮抗剂、激动剂和部分激动剂。本发明还涉及用于治疗与胆碱能受体相关疾病的方法。
• ARTHRITIS PHYTO-NUTRACEUTICAL SYNERGISTIC COMPOSITION
  申请人：OLALDE RANGEL JOSE ANGEL

  公开号：US20080044496A1

  公开（公告）日：2008-02-21

  A Phytoceutical composition for the prevention and treatment of arthritis is provided. A specific combination of extracts of plants and nutraceuticals is taught, as well as principles for varying the formulations based on categorizing plants and nutraceuticals into one of three groups, Energy, Bio-Intelligence, and Organization and selecting several plants and nutraceuticals from each group. Such combinations have synergistic effects, with minimal side effects
• US5019580A
  申请人：——

  公开号：US5019580A

  公开（公告）日：1991-05-28
• US6875774B2
  申请人：——

  公开号：US6875774B2

  公开（公告）日：2005-04-05
• US7416748B2
  申请人：——

  公开号：US7416748B2

  公开（公告）日：2008-08-26