rhamnocitrin 3-O-β-D-apiofuranosyl(1*2)-β-D-glucopyranoside | 148031-68-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: rhamnocitrin 3-O-β-D-apiofuranosyl(1*2)-β-D-glucopyranoside
• 英文别名: Rhamnocitrin 3-O-|A-D-apiofuranosyl(1 inverted exclamation marku2)-|A-D-glucopyranoside；3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• CAS: 148031-68-9
• 化学式: C₂₇H₃₀O₁₅
• 分子量: 594.526
• InChiKey: YNTOLJZMFPWELF-OGBUFVBUSA-N

物化性质

• 沸点：
  961.6±65.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  234
• 氢给体数：
  8
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  3-O-<5'''-O-p-coumaroyl-β-D-apiofuranosyl-(1'''<*>2'')-β-D-glucopyranosyl>rhamnocitrin 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以27 mg的产率得到rhamnocitrin 3-O-β-D-apiofuranosyl(1*2)-β-D-glucopyranoside
  参考文献：
  名称：

  Studies on the constituents of leguminous plants. Part XXX. Structures of Three New Acylated Flavonol Glycosides from Astragalus complanatus R. Br.

  摘要：

  Three new acylated flavonol glycosides (1-3) were isolated from Astragali Semen, seeds of Astragalus complanatus R. BR. (leguminosae). The structures of 1, 2 and 3 were elucidated as 3-O-β-D-glucopyranosyl-4'-O-(3‴-O-dihydrophaseoyl-β-D-glucopyranosyl) rhamnocitrin, 3-O-[5‴-O-p-coumaroyl-β-D-apiofuranosyl(1‴→2")-β-D-glucopyranosyl] rhamnocitrin and 3-O-[5'''-O- feruloyl-β-D-apiofuranosyl(1‴→2")-β-D-glucopyranosyl] rhamnocitrin, respectively.

  DOI：

  10.1248/cpb.40.1943

文献信息

• Studies on the constituents of leguminous plants. Part XXXV. Chemical Constituents of Astragali Semen.
  作者：Baoliang CUI、Motoyuki NAKAMURA、Junei KINJO、Toshihiro NOHARA

  DOI：10.1248/cpb.41.178

  日期：——

  Study on the constituents of Astragali Semen, the seeds of Astragalus complanatus R. BR. (Leguminosae), led to the identification of nine known flavonoids (1, 4, 6-12) and characterization of three new flavonol glycosides (2, 3, 5)as rhamnocitrin 3-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside, 3-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranosyl rhamonocitrin 4'-O-β-D-glucopyranoside and 3-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranosyl kaempferol 4'-O-β-D-glucopyranoside, respectively. The occurrence of methyl dihydrophaseate (13), roseoside (14), blumenol C glucoside(15), (±)-3-oxo-α-ionyl glucoside (16a, 16b), tuberonic acid glucoside (17), benzylalcohol-O-α-L-arabiopyranosyl(1→6)-β-D-glucopyranoside (18), piceid (19) and deoxyrhaponticin (20) were also disclosed.