erinacine P | 291532-17-7

• 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
• 英文名称: erinacine P
• 英文别名: [(3aR,5aR,6S,9R,10aR)-8-formyl-3a,5a-dimethyl-1-propan-2-yl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,9,10,10a-octahydrocyclohepta[e]inden-9-yl] acetate
• CAS: 291532-17-7
• 化学式: C₂₇H₄₀O₈
• 分子量: 492.61
• InChiKey: SEBFACPAABUJNW-JGSLRZJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  erinacine P 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以8.4 mg的产率得到erinacine Q
  参考文献：
  名称：

  Erinacine Q，一种来自猴头猴属的新的芥子碱，及其在担子菌属中向芥子碱C的生物合成途径。

  摘要：

  已知作为叶环烷木糖苷的灵芝碱对神经生长因子合成具有有效的刺激活性。我们从猴头菌属液体YB4-6237的液体培养物中寻找新的胱氨酸代谢产物，结果分离出了一种名为erinacine Q的新的芥子碱。NMR光谱法和从芥子碱P的化学衍生物（2）确定该化合物为其中芥子碱P的甲酰基已经还原为羟甲基的衍生物。为了阐明芥子碱Q和其他氨基酸之间的生物合成关系，从[1'-13C]芥子碱P（[1'-13C]-化学合成了[1'-13C]芥子碱Q（[1'-13C] -1） 2）是通过将[1-13C] -D-葡萄糖喂入担子菌制备的。通过[1']将标记的芥子碱Q生物转化为[1'-13C]芥子碱C（[1'-13C] -5）

  DOI：

  10.1271/bbb.66.571

文献信息

• Isolation of (−)-cyatha-3,12-diene, a common biosynthetic intermediate of cyathane diterpenoids, from an erinacine-producing basidiomycete, Hericium erinaceum, and its formation in a cell-free system
  作者：Hiromichi Kenmoku、Nobuo Kato、Masaki Shimada、Mineko Omoto、Akira Mori、Wataru Mitsuhashi、Takeshi Sassa

  DOI：10.1016/s0040-4039(01)01550-7

  日期：2001.10

  isolated for the first time from an erinacine-producing basidiomycete, Hericium erinaceum YB4-6237. This hydrocarbon had been formulated by Ayer et al. as a common biosynthetic intermediate of cyathane diterpenoids. Its stereo-structure, including the absolute configuration, has been unambiguously confirmed by its semi-synthesis from erinacine P, and its cell-free conversion from all-trans-geranylgeranyl

  Cyatha-3,12-diene是具有5-6-7元三环骨架的二萜碳氢化合物，已首次从产生芥子碱的担子菌（ Heridiium erinaceum YB4-6237）中分离出来。这种烃是由Ayer等人配制的。作为胞嘧啶二萜类化合物的常见生物合成中间体。它的立体结构，包括绝对构型，已通过其从芥子碱P的半合成中得到明确证实，并且证明了其从全反式-香叶基香叶基二磷酸酯的无细胞转化。
• 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.
• Erinacine Q, a New Erinacine from<i>Hericium erinaceum</i>, and its Biosynthetic Route to Erinacine C in the Basidiomycete
  作者：Hiromichi KENMOKU、Takashi SHIMAI、Tomonobu TOYOMASU、Nobuo KATO、Takeshi SASSA

  DOI：10.1271/bbb.66.571

  日期：2002.1

  spectrometry and a chemical derivation from erinacine P (2) determined the compound to be a derivative in which the formyl group of erinacine P had been reduced to the hydroxymethyl group. To clarify the biosynthetic relationship between erinacine Q and the others, [1'-13C]erinacine Q ([1'-13C]-1) was chemically derived from [1'-13C]erinacine P ([1'-13C]-2) which had been prepared by feeding [1-13C]-D-glucose

  已知作为叶环烷木糖苷的灵芝碱对神经生长因子合成具有有效的刺激活性。我们从猴头菌属液体YB4-6237的液体培养物中寻找新的胱氨酸代谢产物，结果分离出了一种名为erinacine Q的新的芥子碱。NMR光谱法和从芥子碱P的化学衍生物（2）确定该化合物为其中芥子碱P的甲酰基已经还原为羟甲基的衍生物。为了阐明芥子碱Q和其他氨基酸之间的生物合成关系，从[1'-13C]芥子碱P（[1'-13C]-化学合成了[1'-13C]芥子碱Q（[1'-13C] -1） 2）是通过将[1-13C] -D-葡萄糖喂入担子菌制备的。通过[1']将标记的芥子碱Q生物转化为[1'-13C]芥子碱C（[1'-13C] -5）