(3aS)-3-甲基-5alpha-[(R)-1,5-二甲基-4-己烯基]-8-亚甲基-1,3aalpha,4,5,6,7,8,8abeta-八氢薁-4alpha-醇 | 50299-47-3

• 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: (3aS)-3-甲基-5alpha-[(R)-1,5-二甲基-4-己烯基]-8-亚甲基-1,3aalpha,4,5,6,7,8,8abeta-八氢薁-4alpha-醇
• 英文名称: pachydictyol A
• 英文别名: (3aS,4R,5S,8aR)-3-methyl-5-[(2R)-6-methylhept-5-en-2-yl]-8-methylidene-3a,4,5,6,7,8a-hexahydro-1H-azulen-4-ol
• CAS: 50299-47-3
• 化学式: C₂₀H₃₂O
• 分子量: 288.473
• InChiKey: KFIZBQZEEKZCAT-RBUQIHAASA-N

物化性质

• 沸点：
  396.0±21.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3aS)-3-甲基-5alpha-[(R)-1,5-二甲基-4-己烯基]-8-亚甲基-1,3aalpha,4,5,6,7,8,8abeta-八氢薁-4alpha-醇 在 4-二甲氨基吡啶 吡啶 、 selenium(IV) oxide 、 silver trifluoromethanesulfonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成 9-epi-dictyol B dibenzoate
  参考文献：
  名称：

  Absolute configuration of hydroazulenoid diterpenes based on circular dichroism

  摘要：

  The structure of a new hydroazulenoid diterpene, 9-epi-dictyol B(1), isolated from the brown alga Glossophora kuntii, was proposed on the basis of its spectral data and confirmed by chemical transformations. Absolute stereochemistry studies, based on the CD exciton chirality method, of the new diterpenoid 9-epi-dictyol B (1) as well as those of the previously reported dictyotadiol (6) led to the determination of the absolute configuration of the new compound 9-epi-dictyol B(1) and revisions of absolute configurations of previously reported diterpenoids dictyotriols C (2), D (3), and E (4), dictyol B (5), and dictyotadiol (6). The cause of previous erroneous results is discussed and indeed points to the extreme care which must be exercised by anyone using this method.

  DOI：

  10.1021/jo00008a018
• 作为产物：
  描述：

  Toluene-4-sulfonic acid (S)-2-((3aS,4S,5S,8aR)-3-methyl-8-methylene-4-trimethylsilanyloxy-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-propyl ester 在 1-pentynyl copper 、 lithium aluminium tetrahydride 、 水 、 铬酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 5.75h， 生成 (3aS)-3-甲基-5alpha-[(R)-1,5-二甲基-4-己烯基]-8-亚甲基-1,3aalpha,4,5,6,7,8,8abeta-八氢薁-4alpha-醇
  参考文献：
  名称：

  Highly stereoselective total syntheses of (+)-pachydictyol A and (-)-dictyolene, novel marine diterpenes from brown seaweeds of the family dictyotaceae

  摘要：

  DOI：

  10.1021/ja00536a036

文献信息

• NEW HYDROAZULENOID DITERPENES FROM THE MARINE ALGA<i>DICTYOTA DICHOTOMA</i>
  作者：Nobuyasu Enoki、Ryoichi Ishida、Shiro Urano、Masamitsu Ochi、Takashi Tokoroyama、Takeshi Matsumoto

  DOI：10.1246/cl.1982.1837

  日期：1982.11.5

  Four new diterpenes have been isolated from a Japanese brown alga and their structures have been shown to be expressed by 2, 3, 4 and 5, on the basis of spectral and chemical means.

  从一种日本褐藻中分离出四种新的二萜，并通过光谱和化学手段证实了它们的结构分别为2、3、4和5。
• NEW ANTIMICROBIAL DITERPENES, DICTYOL F AND EPIDICTYOL F, FROM THE BROWN ALGA<i>DICTYOTA DICHOTOMA</i>
  作者：Nobuyasu Enoki、Kazuo Tsuzuki、Satoshi Omura、Ryoichi Ishida、Takeshi Matsumoto

  DOI：10.1246/cl.1983.1627

  日期：1983.10.5

  The methanol extract of the brown seaweed Dictyota dichotoma inhibited the growth of microbes. Three active constituents were found to be diterpene alcohols having the hydroazulene skeleton.

  棕色海藻 Dictyota dichotoma 的甲醇提取物可抑制微生物的生长。研究发现，其中三种活性成分是具有氢氮杂环戊烯骨架的二萜醇。
• ARROYO, PATRICIA;NORTE, MANUEL;VAZQUEZ, JESUS T.;NAKANISHI, KOJI, J. ORG. CHEM., 56,(1991) N, C. 2671-2675
  作者：ARROYO, PATRICIA、NORTE, MANUEL、VAZQUEZ, JESUS T.、NAKANISHI, KOJI

  DOI：——

  日期：——
• [EN] BACTERIOPHAGE PRODUCTION METHOD<br/>[FR] PROCÉDÉ DE PRODUCTION DE BACTÉRIOPHAGE
  申请人：STOCK AND ANIMAL PRODUCTS PTY LTD

  公开号：WO2015188230A1

  公开（公告）日：2015-12-17

  A method of producing a bacterial replication host for a bacteriophage is provided, including selecting a bacterial species, strain, serotype or isolate that is different to a pathogenic bacterium as a host for replication of the bacteriophage. The bacterial replication host provides a safe, efficient non-toxic vehicle for propagating bacteriophage that are capable of infecting a pathogenic bacterium that is of a different bacterial species, strain, serotype or isolate to the replication host. The pathogenic bacterium may be of the genus Vibrio, Aeromonas or Pseudomonas. Particular Vibrio bacteria are pathogens of shrimps or prawns, such as Vibrio parahaemolyticus. The invention may therefore have particular applicability to aquaculture.
• Highly stereoselective total syntheses of (+)-pachydictyol A and (-)-dictyolene, novel marine diterpenes from brown seaweeds of the family dictyotaceae
  作者：Andrew E. Greene

  DOI：10.1021/ja00536a036

  日期：1980.7