2-[(R(S))-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfinyl]-1-octen-7-yne | 1139695-37-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[(R(S))-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfinyl]-1-octen-7-yne
• CAS: 1139695-37-6
• 化学式: C₂₂H₃₀O₁₀S
• 分子量: 486.54
• InChiKey: BRRIPGZUFPZUBS-KVRQJWSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  131.5
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  2-{1-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfinyl]-(1-methyl)ethyl}-malonic acid diethyl ester 、 1,7-辛二炔 以 二氯甲烷 为溶剂， 生成 2-[(R(S))-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfinyl]-1-octen-7-yne 、 2-[(S(S))-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfinyl]-1-octen-7-yne
  参考文献：
  名称：

  Synthesis and biological testing of thioalkane- and thioarene-spaced bis-β-d-glucopyranosides

  摘要：

  A three-step synthesis of bis-beta-D-glucopyranosides containing thioalkane or thioarene spacers of different length and flexibility is described. The key-step reaction allows an easy modulation of final saccharidic products so that a library of molecules with different glycosidic residues and spacers can be obtained. Two of the new thioarene-spaced bis-beta-D-glucopyranosides endow with a specific cytotoxic potential. A more detailed investigation of one of the two compounds ascertains that this effect is attributable to induction of cell death by apoptosis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.010