(+)-abienol | 1616-86-0

• 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: (+)-abienol
• 英文别名: cis-abienol；Abienol；(1R,2R,8aS)-2,5,5,8a-tetramethyl-1-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• CAS: 1616-86-0；17990-15-7；17990-16-8；95560-32-0；148153-68-8
• 化学式: C₂₀H₃₄O
• 分子量: 290.489
• InChiKey: ZAZVCYBIABTSJR-BUMOLROVSA-N

物化性质

• 熔点：
  40-42 °C
• 沸点：
  160 °C(Press: 0.5 Torr)
• 密度：
  0.9808 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

制备方法与用途

生产方法 

1. 烟草：FC，OR，14；香脂冷杉油树脂的非酸性部分经减压蒸馏而得。

反应信息

• 作为反应物：
  描述：

  (+)-abienol 在 sodium periodate 、 四氧化锇 作用下， 以 水 、 叔丁醇 为溶剂， 反应 480.0h， 以85%的产率得到(+)-sclareolide
  参考文献：
  名称：

  Synthesis of nor-ambreinolide from (+)-cis-abienol

  摘要：

  The synthesis of nor-ambreinolide (2) from cis-abienol (1) was carried out by direct treatment with OsO4-NaIO4 or RuO4-NaIO4. The oxymercuriation-demercuriation of I led to a mixture of 8,12-epoxylabdanes (5-17) which was also converted into nor-ambreinolide by treatment with RuO4-NaIO4. The formation pathways of such epoxy derivatives are discussed.

  DOI：

  10.1016/s0040-4020(01)89693-9

文献信息

• Hieda, Tadaharu; Mikami, Yoichi; Obi, Yukiteru, Agricultural and Biological Chemistry, <hi>1983</hi>, vol. 47, # 2, p. 243 - 250
  作者：Hieda, Tadaharu、Mikami, Yoichi、Obi, Yukiteru、Kisaki, Takuro

  DOI：——

  日期：——
• DITERPENE SYNTHASES AND METHOD FOR PRODUCING DITERPENOIDS
  申请人：The University of British Columbia

  公开号：EP2783004B1

  公开（公告）日：2019-08-07
• Diterpene Synthases And Method For Producing Diterpenoids
  申请人：Bohlmann Joerg

  公开号：US20130224809A1

  公开（公告）日：2013-08-29

  Provided herein are diterpene synthases (diTPS) and methods for producing diterpenoids. Also provided herein are nucleic acid sequences encoding diTPS, diTPS amino acid sequences, diTPS proteins, vectors, cells, transgenic organisms, uses, compositions, methods, processes, and kits thereof.
• Diterpene Synthases and Method for Producing Diterpenoids
  申请人：The University of British Columbia

  公开号：US20170321230A1

  公开（公告）日：2017-11-09

  Provided herein are diterpene synthases (diTPS) and methods for producing diterpenoids. Also provided herein are nucleic acid sequences encoding diTPS, diTPS amino acid sequences, diTPS proteins, vectors, cells, transgenic organisms, uses, compositions, methods, processes, and kits thereof.
• PROCESS FOR DE NOVO MICROBIAL SYNTHESIS OF TERPENES
  申请人：BASF SE

  公开号：US20180105838A1

  公开（公告）日：2018-04-19

  The invention relates to microbial terpene production. Known methods for microbial production of terpenes are mostly based on the direct conversion of sugars. Therefore alternative substrates, in particular alternative carbon sources, for use in microbial terpene production were desirable. The invention relates to a methylotrophic bacterium containing recombinant DNA coding for at least one polypeptide with enzymatic activity for heterologous expression in said bacterium, wherein said at least one polypeptide with enzymatic activity is selected from the group consisting an enzyme of a heterologous mevalonate pathway, a heterologous terpene synthase and optionally a heterologous synthase of a prenyl diphosphate precursor. The invention further relates in particular to a method for de novo microbial synthesis of sesquiterpenes or diterpenes from methanol and/or ethanol.

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