(-)-α-bisabolol | 515-69-5

• 物质功能分类: 分析化学 - 标准品 - 食品和饮料标准品
• 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: (-)-α-bisabolol
• 英文别名: (2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol
• CAS: 515-69-5；23089-26-1；23178-88-3；25428-43-7；72059-10-0；72691-24-8；76738-75-5；78148-59-1；123877-54-3
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: RGZSQWQPBWRIAQ-LOACHALJSA-N

物化性质

• 比旋光度：
  D -55.7°; D20 -51.02° (Günther)
• 沸点：
  bp12 153°
• 密度：
  d20 0.9211
• 闪点：
  135 °C
• 溶解度：
  DMSO：100.0（最大浓度 mg/mL）；449.7（最大浓度 mM）
• LogP：
  5.5 at 25℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险类别码：
  R33
• WGK Germany：
  2
• 海关编码：
  29061900
• RTECS号：
  MJ9685000
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P280,P305+P351+P338,P312
• 危险品运输编号：
  2810
• 危险性描述：
  H302,H311,H319,H413

制备方法与用途

生物活性方面，Levomenol 是一种单环倍半萜醇，广泛存在于多种植物中，主要在洋甘菊中含量较高。它具有抗氧化、抗炎以及抗凋亡的作用，并且能够发挥神经保护功能，在三叉神经性疼痛的啮齿动物模型中表现出减弱伤害行为和中枢敏感性的效果。

反应信息

• 作为反应物：
  描述：

  (-)-α-bisabolol 在 sodium tetrahydroborate 、 重铬酸吡啶 、 氧气 、 rose bengal 作用下， 以 二氯甲烷 为溶剂， 反应 21.5h， 生成 5-methyl-5-(4-methylcyclohex-3-en-1-yl)oxolan-2-one
  参考文献：
  名称：

  Bisabolene derivatives and other constituents fromAchillea odorata

  摘要：

  DOI：

  10.1016/0031-9422(90)80187-l

文献信息

• Compounds that act to modulate insect growth and methods and systems for identifying such compounds
  申请人：Henrich C. Vincent

  公开号：US20050049230A1

  公开（公告）日：2005-03-03

  Disclosed are methods and systems for screening for compounds that act to modulate insect growth. Bioassays including cell culture and/or transgenic insects engineered with various components of the ecdysoid receptor (EcR) and/or the farsenoid-X receptor (RXR) systems to identify compounds that act as insecticides and/or hormone receptor activators are described. Also described are compounds, and compositions, identified as being putative insecticides based upon their ability to activate EcR and/or FXR mediated transcription.

  本发明涉及筛选调节昆虫生长的化合物的方法和系统。描述了生物测定法，包括细胞培养和/或转基因昆虫，这些昆虫经过工程改造，具有ecdysoid受体（EcR）和/或farsenoid-X受体（RXR）系统的各种组分，以识别作为杀虫剂和/或激素受体激活剂的化合物。还描述了被鉴定为潜在杀虫剂的化合物和组合物，这些化合物和组合物的鉴定基于它们激活EcR和/或FXR介导的转录的能力。
• Compounds That Act To Modulate Insect Growth And Methods And Systems For Identifying Such Compounds
  申请人：Henrich Vincent C.

  公开号：US20110207707A1

  公开（公告）日：2011-08-25

  Disclosed are methods and systems for screening for compounds that act to modulate insect growth. Bioassays including cell culture and/or transgenic insects engineered with various components of the ecdysoid receptor (EcR) and/or the farsenoid-X receptor (RXR) systems to identify compounds that act as insecticides and/or hormone receptor activators are described. Also described are compounds, and compositions, identified as being putative insecticides based upon their ability to activate EcR and/or FXR mediated transcription.

  本发明涉及筛选调节昆虫生长的化合物的方法和系统。本发明描述了生物测定方法，包括细胞培养和/或转基因昆虫，这些昆虫经过工程设计，具有各种成分的ecdysoid受体（EcR）和/或farsenoid-X受体（RXR）系统，以识别作为杀虫剂和/或激素受体激活剂的化合物。本发明还描述了通过其激活EcR和/或FXR介导的转录而被认为是杀虫剂的化合物和组合物。
• Medical Delivery Devices and Methods for Applying a Barrier Composition to a Targeted Skin Surface
  申请人：Preventamedics LLC

  公开号：US20150050366A1

  公开（公告）日：2015-02-19

  Some embodiments of a system or method for applying a barrier composition to a targeted skin surface can be used to as a preventative measure to reduce the likelihood of transmission of microbial entities from an external source (e.g., a floor surface or another surface) to the targeted skin surface.

  一些系统或方法的实施，用于将屏障组合物应用于目标皮肤表面，可用作预防措施，以减少微生物实体从外部来源（例如地面表面或其他表面）传播到目标皮肤表面的可能性。
• Synthesis and cytotoxicity evaluation of natural α-bisabolol β-d-fucopyranoside and analogues
  作者：Marianne Piochon、Jean Legault、Charles Gauthier、André Pichette

  DOI：10.1016/j.phytochem.2008.11.013

  日期：2009.1

  alpha-Bisabolol beta-D-fucopyranoside, a cytotoxic naturally occurring compound, was efficiently synthesized along with five other alpha-bisabolol glycosides (beta-D-glucoside, beta-D-galactoside, alpha-D-mannoside, beta-D-Xyloside and alpha-L-rhamnoside). Glycosidation of ot-bisabolol was performed using Schmidt's inverse procedure and provided excellent yields (83-95%). Cytotoxicity was evaluated against a broad panel of cancerous cell lines including human and rat glioma (U-87, U-251 and GL-261) since the anticancer activity of alpha-bisabolol was previously demonstrated against brain tumor cell lines. The addition of a sugar moiety markedly increased alpha-bisabolol cytotoxicity in most cases. Among the synthesized glycosides, alpha-bisabolol alpha-L-rhamnopyranoside exhibited the strongest cytotoxic activity with IC50 ranging from 40 to 64 mu M. According to ADME in silico predictions, this glycoside closely respects physicochemical parameters necessary to cross the blood-brain barrier passively. (C) 2008 Elsevier Ltd. All rights reserved.
• Anti-Tumour Terpene Compounds
  申请人：Bowen Delme Ifor

  公开号：US20070259056A1

  公开（公告）日：2007-11-08

  The present invention relates to the use of a terpene compound in the treatment or prophylaxis of cancer. The present invention also relates to a pharmaceutical composition comprising the terpene compound and a pharmaceutically acceptable excipient, carrier, adjuvant or vehicle.