1H-3a,7-环二氧代薁-6-羧酸,2,3,4,7,8,8a-六氢-4-羟基-8a-甲基-3-(1-甲基乙基)-,(3R,3aR,4S,7S,8aR)-(9CI) | 121387-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 中文名称: 1H-3a,7-环二氧代薁-6-羧酸,2,3,4,7,8,8a-六氢-4-羟基-8a-甲基-3-(1-甲基乙基)-,(3R,3aR,4S,7S,8aR)-(9CI)
• 英文名称: rugosic acid A
• 英文别名: rugosid acid A；(1R,2R,5R,7S,10S)-10-hydroxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carboxylic acid
• CAS: 121387-06-2
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: DIDYJHXLVGRDST-NUNXZZDCSA-N

物化性质

• 沸点：
  421.6±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1H-3a,7-环二氧代薁-6-羧酸,2,3,4,7,8,8a-六氢-4-羟基-8a-甲基-3-(1-甲基乙基)-,(3R,3aR,4S,7S,8aR)-(9CI) 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以76%的产率得到rugosid acid B
  参考文献：
  名称：

  Hashidoko, Yasuyuki; Tahara, Satoshi; Mizutani, Junya, Agricultural and Biological Chemistry, 1991, vol. 55, # 4, p. 1049 - 1053

  摘要：

  DOI：
• 作为产物：
  描述：

  (7R,10R)-carota-1,4-dienaldehyde 生成 1H-3a,7-环二氧代薁-6-羧酸,2,3,4,7,8,8a-六氢-4-羟基-8a-甲基-3-(1-甲基乙基)-,(3R,3aR,4S,7S,8aR)-(9CI)
  参考文献：
  名称：

  HASHIDOKO, YASUYUKI;TAHARA, SATOSHI;MIZUTANI, JUNYA, PHYTOCHEMISTRY, 29,(1990) N, C. 867-872

  摘要：

  DOI：

文献信息

• Carota-1,4-dienaldehyde, a sesquiterpene from Rosa rugosa
  作者：Yasuyuki Hashidoko、Satoshi Tahara、Junya Mizutani

  DOI：10.1016/0031-9422(90)80035-f

  日期：——

  Abstract A new sesquiterpene, (7 R ,10 R )-carota-1,4-dienaldehyde was identified in Rosa rugosa leaves, and its structure elucidated by spectroscopic and chemical methods. The new compound was markedly unstable under air exposure to give several oxidized derivatives, in which rugosal A was found as the main product due to the 1,4-diene structure. The corresponding carboxylic acid, carota-1,4-dienoic

  摘要 在蔷薇叶中鉴定出一种新的倍半萜(7 R ,10 R )-carota-1,4-二烯醛，并通过光谱和化学方法对其结构进行了阐明。新化合物在空气暴露下明显不稳定，产生了几种氧化衍生物，其中由于 1,4-二烯结构，发现 rugosal A 作为主要产物。在叶子中发现了相应的羧酸，carota-1,4-二烯酸。
• Antimicrobial sesquiterpene from damaged Rosa rugosa leaves
  作者：Yasuyuki Hashidoko、Satoshi Tahara、Junya Mizutani

  DOI：10.1016/0031-9422(89)80026-3

  日期：1989.1

  Abstract An antimicrobial sesquiterpene has been isolated from diffusates of damaged leaves of Rosa rugosa . Its structure, including relative stereochemistry, was deduced by chemical and spectroscopic (UV, IR, NMR and mass spectrometry) methods to be a novel carotane with an α,β-unsaturated aldehyde group, an endo -peroxide bridge and an allyl alcohol partial structure. The corresponding carboxylic

  摘要 从蔷薇的受损叶片的扩散物中分离出一种抗菌倍半萜烯。其结构，包括相对立体化学，通过化学和光谱（紫外、红外、核磁共振和质谱）方法推断是一种具有α,β-不饱和醛基、内过氧化物桥和烯丙醇部分结构的新型胡萝卜素. 在 R. rugosa 的完整叶子中发现了相应的羧酸，但该化合物无真菌毒性。
• Identification of an intermediate in autoxidation of carota-1,4-die-14-al into rugosal A
  作者：Yasuyuki Hashidoko、Satoshi Tahara、Junya Mizutani

  DOI：10.1039/p19910000211

  日期：——

  In the autoxidation of (7R,10R)-carota-1,4-dien-14-al 1, which is a precursor of an antifungal compound rugosal A 2, in Rosa rugosa leaves, an intermediate possessing a 1,5-endoperoxy-2-hydroperoxy system 4 was isolated as a major product. The structures of compound 4 and other by-products including rugosal A 2 and rugosic acid A 3 were determined. These autoxidation products indicated the conversion pathway of compound 1 into rugosal A 2, similar to the radical reaction pathway in the autoxidation of polyunsaturated fatty acids.
• HASHIDOKO, YASUYUKI;TAHARA, SATOSHI;MIZUTANI, JUNYA, PHYTOCHEMISTRY, 29,(1990) N, C. 867-872
  作者：HASHIDOKO, YASUYUKI、TAHARA, SATOSHI、MIZUTANI, JUNYA

  DOI：——

  日期：——
• Hashidoko, Yasuyuki; Tahara, Satoshi; Mizutani, Junya, Agricultural and Biological Chemistry, 1991, vol. 55, # 4, p. 1049 - 1053
  作者：Hashidoko, Yasuyuki、Tahara, Satoshi、Mizutani, Junya

  DOI：——

  日期：——