yayoisaponin C | 218934-75-9

• 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: yayoisaponin C
• 英文别名: (25R,5α)-spirostan-2α,3β,6β-triol 3-O-β-D-glucopyranosyl-(1>2)-[β-D-glucopyranosyl-(1>3)]-β-D-glucopyranosyl-(1>4)-β-D-galactopyranoside；(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 218934-75-9
• 化学式: C₅₁H₈₄O₂₅
• 分子量: 1097.21
• InChiKey: IFCJNJJMBPXNRD-QYOAHGBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  76
• 可旋转键数：
  12
• 环数：
  10.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  396
• 氢给体数：
  15
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 yayoisaponin C 在 吡啶 作用下， 反应 4.0h， 生成 yayoisaponin C peracetate
  参考文献：
  名称：

  New Antifungal and Cytotoxic Steroidal Saponins from the Bulbs of an Elephant Garlic Mutant

  摘要：

  Saponins in bulbs of a mutant of elephant garlic were investigated, and three new steroidal saponins named yayoisaponins A-C were obtained together with the known dioscin and aginoside. Their structures, including the relative stereochemistry, were elucidated by spectral data interpretation, while the absolute stereochemistry of the sugar moieties was assigned on the basis of a chiral gas chromatographic analysis of the acid hydrolysates. Yayoisaponins A-C and aginoside exhibited not only in vitro cytotoxicity against P388 cells at 2.1 μg/ml, but also antifungal activity against Mortierella ramanniana at 10 μg/disk.

  DOI：

  10.1271/bbb.62.1904

文献信息

• New Antifungal and Cytotoxic Steroidal Saponins from the Bulbs of an Elephant Garlic Mutant
  作者：Noriko SATA、Shigeki MATSUNAGA、Nobuhiro FUSETANI、Hiroyuki NISHIKAWA、Shuichi TAKAMURA、Takeshi SAITO

  DOI：10.1271/bbb.62.1904

  日期：1998.1

  Saponins in bulbs of a mutant of elephant garlic were investigated, and three new steroidal saponins named yayoisaponins A-C were obtained together with the known dioscin and aginoside. Their structures, including the relative stereochemistry, were elucidated by spectral data interpretation, while the absolute stereochemistry of the sugar moieties was assigned on the basis of a chiral gas chromatographic analysis of the acid hydrolysates. Yayoisaponins A-C and aginoside exhibited not only in vitro cytotoxicity against P388 cells at 2.1 μg/ml, but also antifungal activity against Mortierella ramanniana at 10 μg/disk.