(22S)-16β-[(β-D-glucopyranosyl)oxy]-3β,22-dihydroxycholest-5-en-1β-yl O-α-L-rhamnopyranosyl-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranoside) | 1009815-97-7

• 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: (22S)-16β-[(β-D-glucopyranosyl)oxy]-3β,22-dihydroxycholest-5-en-1β-yl O-α-L-rhamnopyranosyl-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranoside)
• 英文别名: [(3R,4S,5R,6S)-4-acetyloxy-6-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate
• CAS: 1009815-97-7
• 化学式: C₄₈H₇₈O₁₉
• 分子量: 959.136
• InChiKey: OLBXKKFMVMOIDA-ARGHCLQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  67
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  290
• 氢给体数：
  9
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  (22S)-16β-[(β-D-glucopyranosyl)oxy]-3β,22-dihydroxycholest-5-en-1β-yl O-α-L-rhamnopyranosyl-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranoside) 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以2.0 mg的产率得到(22S)-cholest-5-ene-1β,3β,16β,22-tetrol
  参考文献：
  名称：

  Steroidal glycosides from the rhizomes of Ruscus hypophyllum

  摘要：

  Seven steroidal glycosides, along with one known glycoside, were isolated from the rhizomes of Ruscus hypophyllum (Liliaceae). Comprehensive spectroscopic analysis, including 2D NMR spectroscopy, and the results of acid hydrolysis allowed the chemical structures of the compounds to be assigned as (23S,25R)-23-hydroxyspirost-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (1), 1 beta-hydroxyspirosta-5,25(27)-dien-3-beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (2), (22S)-16 beta,22-dihydroxycholest-5en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (3), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (4), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3 beta-yl beta-D-glucopyranoside (5), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-3 beta,22-dihydroxycholest-5-en-1 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 2)-(3,4-di-O-acetyl-beta-D-xylopyranoside) (6), and (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-3 beta,22-dihydroxycholest-5-en-1 beta-yl O-alpha-L-rhamnopyranosyl(1 -> 2)-O-[beta-D-xylopyranosyl-(1 -> 3)]-beta-D-xylopyranoside (7), respectively. This is the first isolation of a series of cholestane glycosides from a Ruscus species. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2007.09.022