acerinol | 19902-53-5

• 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: acerinol
• 英文别名: Acerinol；(1S,2R,3R,7S,9S,12S,17R,18R,19R,21R,22S)-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24,25-trioxaheptacyclo[19.2.1.19,12.01,18.03,17.04,14.07,12]pentacos-4(14)-en-2-ol
• CAS: 19902-53-5
• 化学式: C₃₀H₄₆O₅
• 分子量: 486.692
• InChiKey: QSMBCFYTBUXTGE-OZOOACSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7,8-didehydrocimigenol 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 acerinol
  参考文献：
  名称：

  Studies on the Constituents of Cimicifuga Species. XIX. Eight New Glycosides from Cimicifuga simplex WORMSK.

  摘要：

  Eight new glycosides were isolated from Cimicifuga simplex (Ranunculaceae), and their structures were determined to be 23-O-acetyl-7, 8-didehydroshengmanol-3-O-α-L-arabinopyranoside (1), 24-epi-24-O-acetyl-7, 8-didehydrohydroshengmanol-3-O-β-D-galactopyranoside (2), 7, 8-didehydrocimigenol-3-O-β-D-galactopyranoside (3), 24-epi-24-O-acetylhydroshengmanol-3-O-β-D-galactopyranoside (4), cimigenol-3-O-β-D-galactopyranoside (5), 25-O-methylcimigenol-3-O-β-D-galactopyranoside (6), 25-O-acetylcimigenol-3-O-β-D-galactopyranoside (7) and 25-O-acetylcimigenol-3-O-β-D-glucopyranoside (8). Genuine aglycones were obtained by the hydrolysis of 1-7 with lactase F[Amano] and of 8 with cellulase T[Amano]4. Acerinol was prepared from 7, 8-didehydrocimigenol and showed antilipemic effects.

  DOI：

  10.1248/cpb.44.2078

文献信息

• Studies on the Constituents of Cimicifuga Species. XIX. Eight New Glycosides from Cimicifuga simplex WORMSK.
  作者：Akiko KUSANO、Makio SHIBANO、Genjiro KUSANO、Toshio MIYASE

  DOI：10.1248/cpb.44.2078

  日期：——

  Eight new glycosides were isolated from Cimicifuga simplex (Ranunculaceae), and their structures were determined to be 23-O-acetyl-7, 8-didehydroshengmanol-3-O-α-L-arabinopyranoside (1), 24-epi-24-O-acetyl-7, 8-didehydrohydroshengmanol-3-O-β-D-galactopyranoside (2), 7, 8-didehydrocimigenol-3-O-β-D-galactopyranoside (3), 24-epi-24-O-acetylhydroshengmanol-3-O-β-D-galactopyranoside (4), cimigenol-3-O-β-D-galactopyranoside (5), 25-O-methylcimigenol-3-O-β-D-galactopyranoside (6), 25-O-acetylcimigenol-3-O-β-D-galactopyranoside (7) and 25-O-acetylcimigenol-3-O-β-D-glucopyranoside (8). Genuine aglycones were obtained by the hydrolysis of 1-7 with lactase F[Amano] and of 8 with cellulase T[Amano]4. Acerinol was prepared from 7, 8-didehydrocimigenol and showed antilipemic effects.