cedr-8-en-15-ol | 21441-72-5

• 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: cedr-8-en-15-ol
• 英文别名: α-cedrenol；[(1S,2R,5S,7R)-2,6,6-trimethyl-8-tricyclo[5.3.1.01,5]undec-8-enyl]methanol
• CAS: 21441-72-5
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: FUZABTYGEVJEPT-HTUGSXCWSA-N

物化性质

• 沸点：
  317.9±11.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)
• LogP：
  4.832 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• 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：

  cedr-8-en-15-ol 在 pyridinium chlorochromate 作用下， 生成 [3R-(3alpha,3abeta,7beta,8aalpha)]-2,3,4,7,8,8alpha-六氢-3,8,8-三甲基-1H-3a,7-甲桥薁-6-甲醛
  参考文献：
  名称：

  薰衣草油高沸点馏分中的新羰基化合物。第二次通讯†

  摘要：

  除了在[1]中报道的倍半萜类化合物外，对薰衣草油的深入分析还导致鉴定出了石竹素（1 – 6），雪松（7和8）和其他骨架（9 – 21）的新成分。讨论了这些化合物的光谱性质以及部分合成。

  DOI：

  10.1002/hlca.19830660624
• 作为产物：
  描述：

  (-)-α-雪松烯 在 selenium(IV) oxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 cedr-8-en-15-ol
  参考文献：
  名称：

  薰衣草油高沸点馏分中的新羰基化合物。第二次通讯†

  摘要：

  除了在[1]中报道的倍半萜类化合物外，对薰衣草油的深入分析还导致鉴定出了石竹素（1 – 6），雪松（7和8）和其他骨架（9 – 21）的新成分。讨论了这些化合物的光谱性质以及部分合成。

  DOI：

  10.1002/hlca.19830660624

文献信息

• 柏木醇衍生物、其制备方法及其应用
  申请人：中南民族大学

  公开号：CN112592252B

  公开（公告）日：2022-05-13

  本发明涉及合成药物技术领域，具体而言，涉及柏木醇衍生物、其制备方法及其应用。柏木醇衍生物为以下结构式所示化合物中的任意一种、其互变异构体、水合物、溶剂化物或其药学上可接受的盐，以及柏木醇衍生物对病毒、特别是流感病毒有良好的治疗作用，继而扩大了柏木醇及其衍生物的应用范围，且扩大了柏木醇类衍生物的种类。
• Synthesis of highly strained terpenes by non-stop tail-to-head polycyclization
  作者：Sergey V. Pronin、Ryan A. Shenvi

  DOI：10.1038/nchem.1458

  日期：2012.11

  Non-stop carbocationic polycyclizations of isoprenoids have been called the most complex chemical reactions occurring in nature. We describe a strategy for the initiation of tail-to-head polycyclization that relies on the sequestration of the counteranion away from the carbocation, which allows full propagation of the cationic charge. If the anion is mobile, Coulombic forces hold this species in close proximity to the carbocation and cause preemptive termination through elimination. Anion sequestration is crucial for effecting the biomimetic synthesis of complex and unstable terpenes, including the highly strained funebrenes. This study illustrates the deleterious role of the counterion in tail-to-head carbocationic polycyclization reactions, which to the best of our knowledge has not been rigorously explored. These observations are also expected to find use in the design and control of cationic polycyclization along biosynthetic pathways that have previously been inaccessible in bulk solvent. Sesquiterpenes are biosynthesized from linear isoprenols through the intermediacy of multiple, high-energy carbocations. Here a strategy is demonstrated for mimicking these reactions in bulk solvent to yield strained, acid-labile terpenes. Key to the success of these reactions is the sequestration of the counteranion away from the reactive carbocation, a strategy that should enable further study of challenging polycyclizations.

  天然产物中，异戊二烯类化合物的连续碳正离子多环化反应被称作自然界中发生的最复杂的化学反应。近日，研究者提出了一种通过将反荷离子隔开离开碳正离子，使正电荷得以充分传递，从而实现头尾相接多环化反应的策略。如果反荷离子可以移动，则静电作用会将其紧紧束缚在碳正离子附近，导致通过消除反应而提前终止。在该项研究中，对反荷离子的隔开对于激动仿生合成具有复杂结构和高度不稳定性的萜类化合物来说至关重要，其中包括高度应变的大泪杉烷类萜物。据我们所知，这是首次通过严格的实验探究了反荷离子在头尾相连的碳正离子多环化反应中体现的有害作用。这些发现也被期望能进一步应用于在亲水有机溶剂中针对之前仍无法阐释的生物合成途径中的正离子多环化反应的设计和调控中。半萜类化合物是由线性异戊烯醇经由多种高能量中间体碳正离子代谢生成。在本研究中，采用上述反应策略，成功地在亲水有机溶剂中模拟实现了多环化的半萜类化合物。而整个反应过程成功的关键在于将反荷离子隔开离开活性碳正离子，此策略为进一步研究这些多环化反应奠定了基础。
• Blends containing enantiomerically pure Ambrocenide®
  申请人：SYMRISE AG

  公开号：US11066625B2

  公开（公告）日：2021-07-20

  The present invention relates in particular to a mixture comprising the compound of formula (Ia) as described herein, wherein the mixture is free or essentially free of the compound of formula (Ib) as described herein, preferably of the compounds of formulae (Ib) and furthermore (Ic) and/or (Id) as described herein. The invention further relates to a method for manufacturing said mixture, fragrance substance compositions containing or consisting of said mixture, perfumed products containing said mixtures or fragrance substance compositions, and various methods and uses for imparting, modifying and/or enhancing certain odour notes.

  本发明尤其涉及一种包含本文所述式 (Ia) 化合物的混合物，其中该混合物不含或基本不含本文所述式 (Ib) 化合物，优选本文所述式 (Ib) 和 (Ic) 和/或 (Id) 化合物。本发明还涉及制造所述混合物的方法、含有或由所述混合物组成的香味物质组合物、含有所述混合物或香味物质组合物的香水产品，以及赋予、改变和/或增强某些气味的各种方法和用途。
• Eschinasi,E.H., Israel Journal of Chemistry, 1968, vol. 6, p. 713 - 721
  作者：Eschinasi,E.H.

  DOI：——

  日期：——
• Presence of bovine leptin in edible commercial milk and infant formula
  作者：M. Lage、R. Baldelli、J. P. Camiña、J. Rodriguez-Garcia、A. Peñalva、C. Dieguez、F. F. Casanueva

  DOI：10.1007/bf03345099

  日期：2002.9

  Leptin is a hormone secreted by the adipocytes that contribute to the control of energy balance, and circulating leptin levels reflect the amount of adipose tissue in the body, helping to regulate food intake and energy expenditure. Since it has been shown that human milk contains immunoreactive leptin, which is identical to intact human leptin, we decided to investigate the possible presence of immunoreactive bovine leptin in different kinds of common commercial milk. To determine the presence or absence of immunoreactive leptin in bovine milk for human consumption, 81 samples (66 commercial pasteurized milk and 15 artificial formulae for new-born babies) of the most common Spanish commercial types of milk were studied. All samples were evaluated before and after centrifugation, and leptin levels were measured by RIA. Leptin was detected in all sampies and RIA standard curves were not perturbed when centrifuged and non-centrifuged milk replaced the buffer. Mean values of leptin in full-cream, semi-skimmed and skimmed samples, were: 5.7+/-0.3 ng/ml, 4.1+/-0.1 ng/ml, 3.7+/-0.1 ng/ml (significantly different). Leptin values were reduced after centrifugation. A significant correlation was observed between leptin levels and lipid content (p<0.0005, r=0.67) while no correlation was observed with respect to carbohydrate and protein levels. Interestingly, some preparations of infant formulae present very high leptin values reaching up to 18.9 ng/ml. In conclusion, leptin is present in significant and variable concentrations in edible commercial bovine milk, with higher concentrations in infant formula.