(S)-cis-rho-isohumulone | 16827-08-0

• 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: (S)-cis-rho-isohumulone
• 英文别名: (4S,5S)-3,4-dihydroxy-4-[(1S)-hydroxy-4-methylpent-3-en-1-yl]-2-(3-methylbutanoyl)-5-(3-methylbut-2-en-1-yl)cyclopent-2-en-1-one；(4S,5S)-3,4-dihydroxy-4-[(1S)-1-hydroxy-4-methylpent-3-enyl]-2-(3-methylbutanoyl)-5-(3-methylbut-2-enyl)cyclopent-2-en-1-one
• CAS: 16827-08-0
• 化学式: C₂₁H₃₂O₅
• 分子量: 364.482
• InChiKey: LOONUJJGHHFUCE-KUDFPVQQSA-N

物化性质

• 沸点：
  538.7±50.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-cis-rho-isohumulone 在 sodium periodate 作用下， 以 1,4-二氧六环 为溶剂， 生成 Dehydroisohumulinsaeure
  参考文献：
  名称：

  Khokher,A. et al., Bulletin des Societes Chimiques Belges, 1967, vol. 76, p. 101 - 110

  摘要：

  DOI：
• 作为产物：
  描述：

  (R)-3,4,6-Trihydroxy-5,6-bis-(3-methyl-but-2-enyl)-2-(3-methyl-butyryl)-cyclohexa-2,4-dienone 在 sodium tetrahydroborate 作用下， 以 异辛烷 、 水 为溶剂， 生成 (S)-cis-rho-isohumulone
  参考文献：
  名称：

  Khokher,A. et al., Bulletin des Societes Chimiques Belges, 1967, vol. 76, p. 101 - 110

  摘要：

  DOI：

文献信息

• Characterization of reduced iso-α-acids derived from hops (<i>Humulus lupulus</i>) by NMR
  作者：Lars I. Nord、Steen Bech Sørensen、Jens Ø. Duus

  DOI：10.1002/mrc.1234

  日期：2003.9

  Reduced forms of iso-α-acids (isohumulones), used in modern beer brewing were separated and characterized by 1H and 13C NMR spectroscopy. Components from mixtures of rho-iso-α-acids, tetrahydro-iso-α-acids, and hexahydro-iso-α-acids were isolated using high-performance liquid chromatography (HPLC) and analyzed by use of one- and two-dimensional NMR experiments. The data presented assign the identities of the main peaks in the HPLC traces for the reduced iso-α-acids. Previous tentative assignments regarding the cis and trans configurations and the structures of the acyl residues of the reduced iso-α-acids were confirmed and extensive NMR assignments were made. Furthermore, the previously unknown stereochemistry in the C-4 side-chain of the rho- and hexahydro-iso-α-acids was assigned. Copyright © 2003 John Wiley & Sons, Ltd.

  通过1H和13C NMR光谱分离并鉴定了现代啤酒酿造中使用的异α-酸（异胡莫酮）的还原形式。使用高效液相色谱法（HPLC）分离了来自异α-酸、四氢异α-酸和六氢异α-酸混合物的成分，并通过一维和二维NMR实验进行了分析。所呈现的数据确定了HPLC曲线中还原异α-酸主要峰的特征。先前关于还原异α-酸的顺式和反式构象以及酰基残基结构的初步测定得到了证实，并进行了大量NMR测定。此外，还确定了先前未知的异α-酸和六氢异α-酸C-4侧链的立体化学。版权所有 © 2003 John Wiley & Sons, Ltd.
• Compositions for promoting bone and joint health
  申请人：Metaproteomics, LLC

  公开号：EP2626077A2

  公开（公告）日：2013-08-14

  The present invention relates to methods and compositions for promoting bone and joint health in a mammal in need thereof.

  本发明涉及促进有需要的哺乳动物骨骼和关节健康的方法和组合物。
• Methods and Compositions for Promoting Bone and Joint Health
  申请人：Tripp Matthew L.

  公开号：US20080242690A1

  公开（公告）日：2008-10-02

  Methods and compositions that can be used to promote bone and joint health through amelioration, stabilization and repair of damage associated with various pathophysiological conditions are disclosed.
• Methods and Compositions for Heavy Metal Detoxification
  申请人：Tripp Matthew L.

  公开号：US20090155382A1

  公开（公告）日：2009-06-18

  Compositions and methods for enhancing heavy metal detoxification are described. The compositions and methods described provide enhanced activity of key detoxification systems including that the induction of phase II detoxification enzymes, such as glutathione S-transferases (GSTs), and NADPH quinone reductase (NQO1) activity.
• METHODS AND COMPOSITIONS FOR PROMOTING BONE AND JOINT HEALTH
  申请人：Tripp Matthew L.

  公开号：US20100069422A1

  公开（公告）日：2010-03-18

  Methods and compositions that can be used to promote bone and joint health through amelioration, stabilization and repair of damage associated with various pathophysiological conditions are disclosed.