猴头菌多醇B | 156101-10-9

• 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: 猴头菌多醇B
• 英文名称: erinacine B
• 英文别名: Erinacin B；(1R,2R,5R,10R,14R,16R,17S,18R,21S)-17,18-dihydroxy-2,5-dimethyl-8-propan-2-yl-15,20,22-trioxapentacyclo[12.8.0.02,10.05,9.016,21]docosa-8,12-diene-13-carbaldehyde
• CAS: 156101-10-9
• 化学式: C₂₅H₃₆O₆
• 分子量: 432.557
• InChiKey: BEECYWPPXWUPIT-ZCKYJUNOSA-N

物化性质

• 熔点：
  124.8-126.6 °C
• 沸点：
  594.5±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (3aR,5aR,6S,9R,10aR,Z)-6-[(3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy]-8-formyl-1-isopropyl-3a,5a-dimethyl-2,3,3a,4,5,5a,6,9,10,10a-decahydrocyclohepta[e]inden-9-yl benzoate 在 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以74%的产率得到猴头菌多醇B
  参考文献：
  名称：

  （-）-芥子碱B的对映选择性全合成。

  摘要：

  已经实现了（-）-芥子碱B的第一个对映选择性全合成。我们的方法的特点是通过使用由我们开发的不对称催化制备的手性结构单元，并通过对糖苷配基中所有立体异构中心的高度立体选择性构建，来构建5-6-7三环环乙烷核心体系。[反应：请参见文字]。

  DOI：

  10.1021/ol0628816

文献信息

• Erinacines A, B and C, strong stimulators of nerve growth factor (NGF)-synthesis, from the mycelia of Hericium erinaceum
  作者：Hirokazu Kawagishi、Atsushi Shimada、Ryoko Shirai、Kenji Okamoto、Fumihiro Ojima、Hideki Sakamoto、Yukio Ishiguro、Shoei Furukawa

  DOI：10.1016/s0040-4039(00)76760-8

  日期：1994.3

  The structures of novel diterpenoids, erinacines A, B, and C, isolated from the cultured mycelia of Hericium erinaceum were determined by interpretation of the spectral data, and chemical and enzymatic reactions. These compounds showed potent stimulating activity of nerve growth factor (NGF)-synthesis.

  通过解析光谱数据以及化学和酶促反应，确定了从培养的猴头菌菌丝体中分离出的新型二萜类化合物-芥子碱A，B和C的结构。这些化合物显示出有效的神经生长因子（NGF）合成刺激作用。
• Isolation of erinacine P, a new parental metabolite of cyathane-xylosides, from Hericium erinaceum and its biomimetic conversion into erinacines A and B
  作者：Hiromichi Kenmoku、Takeshi Sassa、Nobuo Kato

  DOI：10.1016/s0040-4039(00)00601-8

  日期：2000.6

  A new cyathane-xyloside, erinacine P, was isolated from mycelia of basidiomycetous Hericium erinaceum YB4-6237 in a shaken culture. Since its aglycon closely resembles typical cyathane diterpenoids such as cyathins and cyathatriols in its substitution pattern, this glycoside seems to be an important metabolite in the biosynthesis of erinacines and striatins. In fact, according to our biogenesis studies, erinacine P can be successfully converted chemically into erinacine B and, further, to erinacine A under mild conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.
• COMPOSITIONS COMPRISING A PSILOCYBIN DERIVATIVE AND A CANNABINOID
  申请人：CaaMTech, LLC

  公开号：US20190142851A1

  公开（公告）日：2019-05-16

  This disclosure pertains to new compositions and methods comprising a psilocybin derivative. In one embodiment, the compositions disclosed herein are used for a method of regulating a neurotransmitter receptor, e.g., a serotonin receptor. In one embodiment, the compositions disclosed herein comprise purified compounds, e.g., a purified psilocybin derivative, a purified cannabinoid, or purified terpene.
• COMPOSITIONS COMPRISING A SEROTONERGIC TRYPTAMINE COMPOUND
  申请人：CAAMTECH, INC.

  公开号：US20210346346A1

  公开（公告）日：2021-11-11

  Disclosed herein are compositions comprising a serotonergic tryptamine compound, combinations thereof, and methods of using them for treating and preventing a variety of human conditions. In one embodiment, disclosed herein are new compositions and methods which comprise a therapeutically effective amount of a first purified psilocybin derivative and a therapeutically effective amount of a second compound. The second compound is selected from the group consisting of a second purified psilocybin derivative, a purified terpene, a serotonergic drug, an adrenergic drug, a dopaminergic drug, a purified erinacine, and a purified hericenone.
• Enantioselective Total Synthesis of (−)-Erinacine B
  作者：Hideaki Watanabe、Masashi Takano、Akinori Umino、Toshiya Ito、Hiroyuki Ishikawa、Masahisa Nakada

  DOI：10.1021/ol0628816

  日期：2007.1.1

  The first enantioselective total synthesis of (-)-erinacine B has been achieved. Our approach features convergent construction of the 5-6-7 tricyclic cyathane core system via chiral building blocks prepared using asymmetric catalysis developed by us and highly stereoselective construction of all stereogenic centers in the aglycon. [reaction: see text].

  已经实现了（-）-芥子碱B的第一个对映选择性全合成。我们的方法的特点是通过使用由我们开发的不对称催化制备的手性结构单元，并通过对糖苷配基中所有立体异构中心的高度立体选择性构建，来构建5-6-7三环环乙烷核心体系。[反应：请参见文字]。