2-[(2R,8R,8aS)-8,8A-二甲基-1,2,3,4,6,7,8,8A-八氢-2-萘基]-2-丙醇 | 20489-45-6

• 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: 2-[(2R,8R,8aS)-8,8A-二甲基-1,2,3,4,6,7,8,8A-八氢-2-萘基]-2-丙醇
• 英文名称: valerianol
• 英文别名: kusunol；2-[(2R,8R,8aS)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]propan-2-ol
• CAS: 20489-45-6
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: MQWIFDHBNGIVPO-KYOSRNDESA-N

物化性质

• 沸点：
  120 °C(Press: 0.01 Torr)
• 密度：
  0.96±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• LogP：
  4.637 (est)
• 保留指数：
  1635;1617;1638;1647;1644;1640;1638;1625

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  2-[(2R,8R,8aS)-8,8A-二甲基-1,2,3,4,6,7,8,8A-八氢-2-萘基]-2-丙醇 在 selenium 作用下， 生成 7-異丙-1-甲萘
  参考文献：
  名称：

  Structure and Absolute Configuration of Kusunol

  摘要：

  一种新的倍半萜醇——库孙醇，从樟树（Lauraceae）的高沸点精油分馏樟脑蓝油中分离得到。通过化学和物理化学研究，推导出了其碳骨架、双键和三级羟基的位置，并且通过其转化为α-香根草酮和努特卡酮，进一步确定了该倍半萜的绝对立体结构I。

  DOI：

  10.1248/cpb.16.832
• 作为产物：
  描述：

  巴伦西亚橘烯 在 二甲基硫 、 臭氧 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 2-[(2R,8R,8aS)-8,8A-二甲基-1,2,3,4,6,7,8,8A-八氢-2-萘基]-2-丙醇
  参考文献：
  名称：

  一个Stereocontrolied进入到外消旋Eremophilane和Valencane倍半萜烯通过分子内的Diels -阿尔德反应

  摘要：

  通过共同的中间体15描述了外消旋的艾美双苯胺和缬草烯倍半萜的立体控制路线，该中间体可从分子内Diels - Alder反应获得。给出了双环中间体和产物的13 C - NMR位移分配。

  DOI：

  10.1002/hlca.19820650726

文献信息

• Pharmaceutical Compositions Comprising Capsaicin Esters for Treating Pain and Cold Sores
  申请人：Singh Chandra U.

  公开号：US20140134261A1

  公开（公告）日：2014-05-15

  The present invention relates to pharmaceutical compositions comprising ester(s) of capsaicin and at least one other agent selected from salicylates, menthol, boswellic acids, DMSO, methyl sulfonylmethane, NSAIDs, corticosteroids, emu oil, opioid agonists and antagonists, NMDA antagonists, tramadol, hyaluronic acid, α2δ ligands, santalol, santalyl acetate, amyris alcohol, amyris acetate, aloe vera gel and aloe vera juice, for improved therapeutic properties. Further, the present invention relates to pharmaceutical compositions comprising high concentrations of ester(s) of capsaicin. Further, the present invention relates to a method of relieving pain due to various diseases in subjects by administering the pharmaceutical compositions of the invention. Further, the present invention relates to methods of relieving fever blisters due to cold sores in subjects by administering the pharmaceutical compositions comprising an ester of capsaicin and one other agent selected from santalol, santalyl acetate, amyris alcohol and amyris acetate.

  本发明涉及含有辣椒素酯及至少一种来自水杨酸酯、薄荷脑、乳香酸、二甲基亚砜、甲基亚砜、非甾体抗炎药、皮质类固醇、鸸鹋油、阿片受体激动剂和拮抗剂、NMDA受体拮抗剂、曲马多、透明质酸、α2δ受体配体、檀香醇、檀香醋酸酯、白檀醇、白檀醋酸酯、芦荟凝胶和芦荟汁的药物组合物，用于改善治疗特性。此外，本发明涉及含有高浓度辣椒素酯的药物组合物。此外，本发明涉及通过给予本发明的药物组合物来减轻受试者因各种疾病而导致的疼痛的方法。此外，本发明涉及通过给予含有辣椒素酯及来自檀香醇、檀香醋酸酯、白檀醇和白檀醋酸酯中的一种的药物组合物来减轻受试者因感冒引起的发热疱疹的方法。
• Ishwarone
  作者：H. Fuhrer、A.K. Ganguly、K.W. Gopinath、T.R. Govindachari、K. Nagarajan、B.R. Pai、P.C. Parthasarathy

  DOI：10.1016/s0040-4020(01)92816-9

  日期：1970.1

  Based on spectral and chemical evidence, ishwarone, the tetracyclic sesquiterpene ketone from Aristolochia indica, has been shown to have the structure 6.

  基于光谱和化学证据，已证明印度马兜铃属的四环倍半萜烯酮伊斯瓦隆具有结构6。
• Two Woody Scented Oils from the Amazonian Forest
  作者：Eduardo Mattoso、Charlene dos Anjos、Lauro Barata、Anita Marsaioli

  DOI：10.21577/0103-5053.20210136

  日期：——

  The essential oils from Aniba parviflora and the balsam from Protium rubrum, which are two woody scented Amazonian species, were analyzed by gas chromatography-mass spectrometry (GC-MS), 1H and 13C nuclear magnetic resonance (NMR). GC-MS analysis revealed the presence of unknown constituents. These compounds were then isolated, analyzed and characterized by NMR. Both substances presented distinct woody

  来自亚马逊地区的两种木本植物Aniba parviflora和Protium rubrum的精油和香脂进行了气相色谱-质谱（GC-MS）、1H和13C核磁共振（NMR）分析。GC-MS分析显示存在未知成分，这些化合物随后被分离、分析和NMR表征。两种物质均呈现出明显的木质气味，有助于原油的总体木质特性。
• Identification of novel sesquiterpene synthase genes that mediate the biosynthesis of valerianol, which was an unknown ingredient of tea
  作者：Jun-ichiro Hattan、Kazutoshi Shindo、Tetsuya Sasaki、Fumina Ohno、Harukuni Tokuda、Kazuhiko Ishikawa、Norihiko Misawa

  DOI：10.1038/s41598-018-30653-w

  日期：——

  Seven cDNA clones encoding terpene synthases (TPSs), their structures closely related to each other, were isolated from the flower of Camellia hiemalis (‘Kantsubaki’). Their putative TPS proteins were phylogenetically positioned in a sole clade with the TPSs of other Camellia species. The obtained Tps genes, one of which was designated ChTps1 (ChTps1a), were introduced into mevalonate-pathway-engineered Escherichia coli, which carried the genes for utilizing acetoacetate as a substrate, and cultured in a medium including lithium acetoacetate. Volatile products generated in the E. coli cells transformed with ChTps1 were purified from the cell suspension culture, and analyzed by NMR. Consequently, the predominant product with ChTPS1 was identified as valerianol, indicating that the ChTps1 gene codes for valerianol synthase. This is the first report on a gene that can mediate the synthesis of valerianol. We next synthesized a Tps ortholog encoding ChTPS1variant R477H (named CsiTPS8), whose sequence had been isolated from a tea tree (Camellia sinensis), carried out similar culture experiment with the E. coli transformant including CsiTps8, and consequently found valerianol production equally. Furthermore, GC-MS analysis of several teas revealed that valerianol had been an unknown ingredient in green tea and black tea.

  摘要：从“寒瑞香”（“Kantsubaki”）的花中分离了七个编码萜类合成酶（TPS）的cDNA克隆，它们的结构彼此密切相关。它们的推测TPS蛋白在一个单一的分支中与其他山茶属（Camellia）物种的TPS紧密相关。获得的Tps基因之一被指定为ChTps1（ChTps1a），并被引入了甲酰辅酶A途径工程化的大肠杆菌（Escherichia coli），该菌株携带了利用乙酰乙酸为底物的基因，并在含有乙酰乙酸锂的培养基中培养。转化了ChTps1的E. coli细胞中产生的挥发性产物从细胞悬浮液培养物中纯化并进行了NMR分析。结果，ChTPS1的主要产物被鉴定为缬草醇，表明ChTps1基因编码缬草醇合成酶。这是关于介导缬草醇合成的基因的首次报告。接下来，我们合成了一个Tps同源基因编码ChTPS1变体R477H（命名为CsiTPS8），其序列已从茶树（Camellia sinensis）中分离出来，并进行了类似的培养实验，包括CsiTps8的E. coli转化体，结果同样发现了缬草醇的产生。此外，对几种茶叶进行的GC-MS分析表明，缬草醇是绿茶和红茶中的未知成分。
• Pest-impervoius packaging material and pest-control composition
  申请人：THE STATE OF ISRAEL-MINISTRY OF AGRICULTURE & RURAL DEVELOPMENT

  公开号：EP1576882A1

  公开（公告）日：2005-09-21

  A composition-of-matter comprising a substance usable in producing packaging material and at least one compound selected from the group consisting of ar-turmerone, a sesquiterpene alcohol and a turmeric oleoresin solid residue.

  一种物质组合物，包含一种可用于生产包装材料的物质和至少一种选自姜黄酮、倍半萜醇和姜黄油脂固体残留物的化合物。