valoneic acid dilactone | 60202-70-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: valoneic acid dilactone
• 英文别名: valoneic acid bilactone；valoneaic acid dilactone；3,4,5-trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0^4,16.0^11,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoic acid；3,4,5-trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoic acid
• CAS: 60202-70-2
• 化学式: C₂₁H₁₀O₁₃
• 分子量: 470.303
• InChiKey: BPAOAXAAABIQKR-UHFFFAOYSA-N

物化性质

• 沸点：
  888.2±65.0 °C(Predicted)
• 密度：
  2.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  221
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  Woodfordin B 生成 valoneic acid dilactone
  参考文献：
  名称：

  YOSHIDA, TAKASHI;CHOU, TONG;MITTA, AYA;OKUDA, TAKUO, HETEROCYCLES, 29,(1989) N2, C. 2267-2271

  摘要：

  DOI：

文献信息

• Camelliin B and nobotanin I, macrocyclic ellagitannin dimers and kelated dimers, and their antitumor activity.
  作者：Takashi YOSHIDA、Tong CHOU、Kumiko HABA、Yoshiaki OKANO、Tetsuro SHINGU、Ken-ici MIYAMOTO、Ryozo KOSHIURA、Takuo OKUDA

  DOI：10.1248/cpb.37.3174

  日期：——

  Camelliin B and nobotanin I, dimeric hydrolyzable tannins of a new class having macrocyclic structures, were isolated from Camellia japonica and Heterocentron roseum, respectively. Nobotanin G and H of the structures related to nobotanin I, were also obtained from H. roseum. Camelliin B and also woodfordin C, a macrocyclic dimer from Woodfordia fruticosa, exhibited marked host-mediated antitumor activities

  分别从山茶和蔷薇杂种中分离出具有大环结构的新型二聚体可水解单宁酸茶黄素B和NobotaninI。也从玫瑰色的H.roseum获得了与Nobotanin I有关的结构的Nobotanin G和H。茶花素B和木香素C（一种来自金木参的大环二聚体）表现出明显的宿主介导的抗肿瘤活性。
• Tannins of Euphorbiaceous Plants. X. Antidesmin A, a New Dimeric Hydrolyzable Tannin from Antidesma pentandrum var. barbatum.
  作者：Takashi YOSHIDA、Osamu NAMBA、Che-Feng LU、Ling-Ling YANG、Kun-Ying YEN、Takuo OKUDA

  DOI：10.1248/cpb.40.338

  日期：——

  A new hydrolyzable tannin, antidesmes A (4), was isolated along with carpinusin (1) and geraniin (2) from dried leaves of Antidesma pentandrum MERR, var. barbatum MERR., and its dimeric structure, composed of devidiin (3) and geraniin (2), has been elucidated by spectral and chemical methods.

  一种新的可水解单宁，抗单宁A（4），与卡宾酚（1）和香叶酸（2）一起从Antidesma pentandrum MERR，var. barbatum MERR.的干叶中分离出来，其二聚体结构由去乙烯二酚（3）和香叶酸（2）组成，已经通过光谱和化学方法确定。
• Tannins and Related Polyphenols of Melastomataceous Plants. III. Nobotanins G, H and I, Dimeric Hydrolyzable Tannins from Heterocentron roseum.
  作者：Takashi YOSHIDA、Kumiko HABA、Fumihisa NAKATA、Yoshiaki OKANO、Tetsuro SHINGU、Takuo OKUDA

  DOI：10.1248/cpb.40.66

  日期：——

  Three new hydrolyzable tannin dimers, nobotanins G (6), H (12) and I (13), have been isolated from the leaves of Heterocentron roseum (Melastomataceae), and their structures were elucidated on the basis of chemical degradations and nuclear magnetic resonance spectral analyses. Nobotanin I (13) is a novel dimer possessing a depsidone-forming valoneoyl group in the molecule. Five known tannins, casuarictin (1), strictinin (2), geraniin (3), and nobotanins B (4) and F (5), were also isolated.

  三种新的水解单宁二聚体，诺博塔宁G (6)、H (12) 和I (13)，已从玫瑰异菊（Melastomataceae）叶中分离出来，其结构通过化学降解和核磁共振光谱分析得以阐明。诺博塔宁I (13) 是一种新型二聚体，分子中具有形成环状酮的香豆酸基团。此外，还分离出了五种已知的单宁，包括卡苏里克丁 (1)、严格单宁 (2)、香草松 (3)、以及诺博塔宁B (4) 和F (5)。
• Hatano, Tsutomu; Kira, Reiko; Yasuhara, Taeko, Heterocycles, 1988, vol. 27, # 9, p. 2081 - 2085
  作者：Hatano, Tsutomu、Kira, Reiko、Yasuhara, Taeko、Okuda, Takuo

  DOI：——

  日期：——
• A dimeric hydrolysable tannin from Camellia oleifera
  作者：Takashi Yoshida、Taisuke Nakazawa、Tsutomu Hatano、Rong-chi Yang、Ling-Ling Yang、Kun-YingYen、Takuo Okuda

  DOI：10.1016/0031-9422(94)85033-x

  日期：1994.1

  Camellioferin A, a new dimeric ellagitannin, was isolated, together with 13 known tannins, including camelliins A and B, from Camellia oleifera. The structure of the new tannin elucidated by spectroscopic methods.