ergosterol-3-O-β-D-galactopyranoside | 1390620-15-1

• 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: ergosterol-3-O-β-D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-[[(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1390620-15-1
• 化学式: C₃₄H₅₄O₆
• 分子量: 558.799
• InChiKey: MKZPNGBJJJZJMI-HSLGXFAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3,4,6-tetra-O-benzoyl-D-galactopyranosyl trichloroacetimidate 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 ergosterol-3-O-β-D-galactopyranoside
  参考文献：
  名称：

  Highly efficient synthesis and antitumor activity of monosaccharide saponins mimicking components of Chinese folk medicineCordyceps sinensis

  摘要：

  Ergosterol 3-O-beta-D-glucopyranoside (1a) and ergosterol 3-O-beta-D-galactopyranoside (1b) were highly efficiently synthesized and evaluated for their inhibitory activities against two tumor cell lines. The structures of these compounds were extensively confirmed by H-1, C-13 NMR, IR, and HRMS. Compounds 1a and 1b exhibited interesting cytotoxic profiles. The antitumor activity of compound 1a was higher than that of 1b.

  DOI：

  10.1080/10286020.2012.670220

文献信息

• Highly efficient synthesis and antitumor activity of monosaccharide saponins mimicking components of Chinese folk medicine<i>Cordyceps sinensis</i>
  作者：Zhen-Yuan Zhu、Qiang Yao、Yang Liu、Chuan-Ling Si、Jing Chen、Nian Liu、Hong-Yu Lian、Li-Na Ding、Yong-Min Zhang

  DOI：10.1080/10286020.2012.670220

  日期：2012.5

  Ergosterol 3-O-beta-D-glucopyranoside (1a) and ergosterol 3-O-beta-D-galactopyranoside (1b) were highly efficiently synthesized and evaluated for their inhibitory activities against two tumor cell lines. The structures of these compounds were extensively confirmed by H-1, C-13 NMR, IR, and HRMS. Compounds 1a and 1b exhibited interesting cytotoxic profiles. The antitumor activity of compound 1a was higher than that of 1b.