withalongolide D | 1350448-45-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: withalongolide D
• 英文别名: (1S,2S,5S,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2-(hydroxymethyl)-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5-methoxy-16-methyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
• CAS: 1350448-45-1
• 化学式: C₂₉H₄₂O₈
• 分子量: 518.648
• InChiKey: XGLFAAWROSMYJO-QAYSIJLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲醇 、 withalongolide A 反应 72.0h， 以8 mg的产率得到3β,19β:5β,6β-diepoxy-4β,19β,27-trihydroxy-1-oxowitha-24-en-22,26-olide
  参考文献：
  名称：

  Withanolide Artifacts Formed in Methanol

  摘要：

  Methanol solutions of the main withanolides (6-8) naturally present in Physalis longifolia yielded five artificial withanolides (1-5), including three new compounds (1-3). Withanolides 1 and 2 were identified as intramolecular Michael addition derivatives, while withanolides 3-5 were the result of intermolecular Michael addition. A comprehensive literature investigation was conducted to identify potential withanolide Michael addition artifacts isolated from Solanaceous species to date.

  DOI：

  10.1021/np400296s

文献信息

• Withanolide Isolated from Physalis longifolia and Analogs and Methods of Use Thereof
  申请人：Timmermann Barbara N.

  公开号：US20120196815A1

  公开（公告）日：2012-08-02

  The present invention features novel withanolides, as well as analogs and salts thereof, for use in the treatment of proliferative disease, cardiovascular disease, neurodegenerative disease and inflammatory disease.
• [EN] WITHANOLIDE ISOLATED FROM PHYSALIS LONGIFOLIA AND ANALOGS AND METHODS OF USE THEREOF<br/>[FR] WITHANOLIDE ISOLÉ À PARTIR DE PHYSALIS LONGIFOLIA ET SES ANALOGUES ET PROCÉDÉS D'UTILISATION
  申请人：UNIV KANSAS

  公开号：WO2012106393A2

  公开（公告）日：2012-08-09

  The present invention features novel withanolides, as well as analogs and salts thereof, for use in the treatment of proliferative disease, cardiovascular disease, neurodegenerative disease and inflammatory disease.
• Withanolide Artifacts Formed in Methanol
  作者：Cong-Mei Cao、Huaping Zhang、Robert J. Gallagher、Barbara N. Timmermann

  DOI：10.1021/np400296s

  日期：2013.11.22

  Methanol solutions of the main withanolides (6-8) naturally present in Physalis longifolia yielded five artificial withanolides (1-5), including three new compounds (1-3). Withanolides 1 and 2 were identified as intramolecular Michael addition derivatives, while withanolides 3-5 were the result of intermolecular Michael addition. A comprehensive literature investigation was conducted to identify potential withanolide Michael addition artifacts isolated from Solanaceous species to date.