(2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α → O → 3,4α → 4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranoside] | 1093867-49-2

• 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: (2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α → O → 3,4α → 4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranoside]
• 英文别名: (2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α->O->3,4α->4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranoside]；(1S,5S,13S,19R,27S)-10,15,23,25-tetrahydroxy-19-(4-hydroxy-3-methoxyphenyl)-9-methoxy-5,27-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy]-4,18,20-trioxaheptacyclo[17.7.1.02,17.03,14.05,13.07,12.021,26]heptacosa-2(17),3(14),7,9,11,15,21,23,25-nonaen-6-one
• CAS: 1093867-49-2
• 化学式: C₅₆H₆₄O₃₁
• 分子量: 1233.11
• InChiKey: OVYXILCWQDWEEQ-BKYKJRQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4
• 重原子数：
  87
• 可旋转键数：
  13
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  481
• 氢给体数：
  17
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S)-3-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2α → O → 3,4α → 4)-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranoside] 、 乙酸酐 在 吡啶 作用下， 以4.1 mg的产率得到
  参考文献：
  名称：

  Phenolic glycosides from Kaempferia parviflora

  摘要：

  Three phenolic glycosides were isolated together with two known flavonol glycosides from the H2O-soluble fraction of rhizomes of Kaempferia parviflora. Their structures were determined to be rel-(5aS,10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside] (1), its rel-5aS,10bR isomer (2), and (2R,3S,4S)-3-O-[alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranosyl]-3'-O-methyl-ent-epicatechin-(2 alpha -> O -> 3,4 alpha -> 4)-(5aS, 10bS)-5a, 10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]indeno[1,2-d]furan-6-one 5a-O-[alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside] (3). The structures were elucidated on the basis of analyses of chemical and spectroscopic evidence. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.09.001