β-D-glucopyranosyl (6'->1'')-β-D-glucopyranosyl-4''-(4''-ethylphenyl)gallate | 1242160-28-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: β-D-glucopyranosyl (6'->1'')-β-D-glucopyranosyl-4''-(4''-ethylphenyl)gallate
• 英文别名: mimusopstannin；Ph(4-Et)(-4)Glc(b1-6)Glc(b)-O-galloyl；[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-5-(4-ethylphenoxy)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 3,4,5-trihydroxybenzoate
• CAS: 1242160-28-6
• 化学式: C₂₇H₃₄O₁₅
• 分子量: 598.558
• InChiKey: LQXSLQHFIQPZFA-UYDNHUEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  245
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  β-D-glucopyranosyl (6'->1'')-β-D-glucopyranosyl-4''-(4''-ethylphenyl)gallate 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 生成 D-葡萄糖 、 没食子酸
  参考文献：
  名称：

  Gallic acid esters from the stem bark of Mimusops elengi L.

  摘要：

  Phytochemical investigation of the ethanolic extract of the stem bark of Mimusops elengi L. (Sapotaceae) led to the isolation of new gallic acid esters, characterised as phenyl propanoxyl gallate (1), -D-glucopyranosyl (6'1'')--D-glucopyranosyl-4''-(4''-ethylphenyl) gallate (2), 2'-(1'''-geranyloxy)--D-glucopyranosyl (6'1'')--D-glucopyranosyl-4''-phenoxy gallate (3), -D-glucopyranosyl (6'1'')--D-glucopyranosyl 3,4,5-trihydroxy benzoate (4), -D-glucopyranosyl-(6'1'')--D-glucopyranosyl-4''-(4'''-n-butylphenyl) 3,4,5-trihydroxy benzoate (5), -D-glucopyranosyl(6'1'')--D-rhamnosyl 3,4,5-trihydroxy benzoate (6) and -D-(2'-phenyl glucopyranosyl)-(6'1'')-(2'', 4''-diphenylrhamnopyranosyl)-3,4,5-trihydroxylbenzoate (7), along with the known compounds: farnon-3-one, stigmasta-5-en-3--ol, olean-18-en-2-one-3-ol, lup-20(29)-en-3-ol and stigmasta-5-en-3-D-glucopyranoside. Their structures were elucidated on the basis of spectroscopic analyses and chemical reactions.

  DOI：

  10.1080/14786410902833989

文献信息

• Gallic acid esters from the stem bark of <i>Mimusops elengi</i> L.
  作者：Nida Akhtar、Mohd. Ali、Mohd. Sarwar Alam

  DOI：10.1080/14786410902833989

  日期：2010.6.15

  Phytochemical investigation of the ethanolic extract of the stem bark of Mimusops elengi L. (Sapotaceae) led to the isolation of new gallic acid esters, characterised as phenyl propanoxyl gallate (1), -D-glucopyranosyl (6'1'')--D-glucopyranosyl-4''-(4''-ethylphenyl) gallate (2), 2'-(1'''-geranyloxy)--D-glucopyranosyl (6'1'')--D-glucopyranosyl-4''-phenoxy gallate (3), -D-glucopyranosyl (6'1'')--D-glucopyranosyl 3,4,5-trihydroxy benzoate (4), -D-glucopyranosyl-(6'1'')--D-glucopyranosyl-4''-(4'''-n-butylphenyl) 3,4,5-trihydroxy benzoate (5), -D-glucopyranosyl(6'1'')--D-rhamnosyl 3,4,5-trihydroxy benzoate (6) and -D-(2'-phenyl glucopyranosyl)-(6'1'')-(2'', 4''-diphenylrhamnopyranosyl)-3,4,5-trihydroxylbenzoate (7), along with the known compounds: farnon-3-one, stigmasta-5-en-3--ol, olean-18-en-2-one-3-ol, lup-20(29)-en-3-ol and stigmasta-5-en-3-D-glucopyranoside. Their structures were elucidated on the basis of spectroscopic analyses and chemical reactions.