anthenoside C | 1219500-10-3

• 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: anthenoside C
• 英文别名: (20R)-16-O-[6-O-methyl-β-D-galactofuranosyl-(1->3)-(6-O-methyl-β-D-galactofuranosyl)]-24-methyl-5α-cholest-8(14),24(28)-diene-3β,4β,6β,7β,16α-pentol；(3S,4R,5R,6S,7R,9R,10R,13R,16R,17R)-16-[(2R,3R,4R,5S)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-3-hydroxy-5-[(1R)-1-hydroxy-2-methoxyethyl]oxolan-2-yl]oxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,4,6,7-tetrol
• CAS: 1219500-10-3
• 化学式: C₄₂H₇₀O₁₅
• 分子量: 815.009
• InChiKey: IHFOCQJHWDGLRV-HNVMGSOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  57
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  237
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  anthenoside C 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 (2R,3R,4R,5S)-5-((1R)-1-Hydroxy-2-methoxy-ethyl)tetrahydrofuran-2,3,4-triol
  参考文献：
  名称：

  Polyhydroxysteroidal Glycosides from the Starfish Anthenea chinensis

  摘要：

  Ten new polyhydroxysteroidal glycosides, anthenosides B-K (2-11), were isolated from the ethanol extract of the starfish Antlzenea chinensis. Their structures were elucidated by extensive spectroscopic studies and chemical evidence. The unprecedented carbohydrate chain 6-O-methyl-beta-D-galactofuranosyl-(1 -> 3)-(6-O-methyl-beta-D-galactofuranose) was present in all the compounds except compounds 10 and 11. Compounds 5, 7, a mixture of 8 and 9, and a mixture of 10 and 11 showed inhibitory activity against human tumor K-562 and BEL-7402 cells. Furthermore, the mixture of 10 and 11 also exhibited cytotoxicity against human tumor U87MG cells and promoted tubulin polymerization.

  DOI：

  10.1021/np9007188