[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(3,7-dimethyloct-6-enoxy)oxan-2-yl]methyl acetate | 131831-57-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(3,7-dimethyloct-6-enoxy)oxan-2-yl]methyl acetate
• CAS: 131831-57-7
• 化学式: C₂₄H₃₈O₁₀
• 分子量: 486.56
• InChiKey: PRDWQHOMVCZFMI-JYYYJSNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(3,7-dimethyloct-6-enoxy)oxan-2-yl]methyl acetate 在 sodium methylate 、 叔丁基异氰酸酯 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 citronellyl 6'-O-malonyl β-D-glucopyranoside
  参考文献：
  名称：

  Sensitive and Selective Screening for 6‘-O-Malonylated Glucoconjugates in Plants

  摘要：

  Using synthesized reference compounds a screening for benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6'-O-malonyl beta-D-glucopyranosides in various plant tissues was performed by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). The results obtained with fruits (guava; raspberry; strawberry), leaves (green tea; vine), and mountain papaya (Carica pubescens) peel indicate that malonylation of glycoconjugates is a common pathway in plant secondary metabolism.

  DOI：

  10.1021/jf960578l
• 作为产物：
  描述：

  香茅醇 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 calcium sulfate 、 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(3,7-dimethyloct-6-enoxy)oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Sensitive and Selective Screening for 6‘-O-Malonylated Glucoconjugates in Plants

  摘要：

  Using synthesized reference compounds a screening for benzyl, 2-phenylethyl, geranyl, citronellyl, and 2,5-dimethyl-4-hydroxy-3(2H)-furanone 6'-O-malonyl beta-D-glucopyranosides in various plant tissues was performed by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). The results obtained with fruits (guava; raspberry; strawberry), leaves (green tea; vine), and mountain papaya (Carica pubescens) peel indicate that malonylation of glycoconjugates is a common pathway in plant secondary metabolism.

  DOI：

  10.1021/jf960578l

文献信息

• Ackermann, Irmtraud E.; Banthorpe, Derek V.; Fordham, William D., Liebigs Annalen der Chemie, 1989, p. 79 - 82
  作者：Ackermann, Irmtraud E.、Banthorpe, Derek V.、Fordham, William D.、Kinder, John P.、Poots, Ian

  DOI：——

  日期：——
• ACKERMANN, IRMTRAUD E.;BANTHORPE, DEREK V.;FORDHAM, WILLIAM D.;KINDER, JO+, LIEBIGS ANN. CHEM.,(1989) N, C. 79-81
  作者：ACKERMANN, IRMTRAUD E.、BANTHORPE, DEREK V.、FORDHAM, WILLIAM D.、KINDER, JO+

  DOI：——

  日期：——