(7R,10R)-carota-1,4-dienaldehyde | 128718-21-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (7R,10R)-carota-1,4-dienaldehyde
• 英文别名: (7R,10R)-carota-1,4-dien-14-al；carota-1,4-dienaldehyde；carota-1,4-dien-14-al；(1R,3aR)-3a-methyl-1-propan-2-yl-2,3,4,7-tetrahydro-1H-azulene-6-carbaldehyde
• CAS: 128718-21-8
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: SZOHSTQGGUHULY-HIFRSBDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (7R,10R)-carota-1,4-dienaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以79%的产率得到(7R,10R)-carota-1,4-dien-14-ol
  参考文献：
  名称：

  Intermediates in the autoxidation of a non-conjugated cyclic diene

  摘要：

  通过使用 14-acetoxy 胡萝卜素-1,4-二烯 1c，有助于分离出一种 5-过氧化氢，这种过氧化氢被认为是胡萝卜素-1,4-二烯氧化转化为 1,5-epidioxy 衍生物的初始中间体。

  DOI：

  10.1039/c39910001185
• 作为产物：
  描述：

  carotol acetate 在 叔丁基过氧化氢 、 manganese(IV) oxide 、 selenium(IV) oxide 、 N,N-二甲基苯胺 、 水杨酸 作用下， 反应 48.0h， 生成 (7R,10R)-carota-1,4-dienaldehyde
  参考文献：
  名称：

  Hashidoko, Yasuyuki; Tahara, Satoshi; Mizutani, Junya, Bioscience, Biotechnology and Biochemistry, 1992, vol. 56, # 11, p. 1892 - 1893

  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。
• Intermediates in the autoxidation of a non-conjugated cyclic diene
  作者：Yasuyuki Hashidoko、Satoshi Tahara、Junya Mizutani

  DOI：10.1039/c39910001185

  日期：——

  The isolation of a 5-hydroperoxide which has been postulated as an initial intermediate in oxidative transformation of carota-1,4-dienes into 1,5-epidioxy derivatives was facilitated by using 14-acetoxycarota-1,4-diene 1c; the present results allowed us to substantiate the aspects for the autoxidation pathway in non-conjugated 1,4-diene systems.

  通过使用 14-acetoxy 胡萝卜素-1,4-二烯 1c，有助于分离出一种 5-过氧化氢，这种过氧化氢被认为是胡萝卜素-1,4-二烯氧化转化为 1,5-epidioxy 衍生物的初始中间体。
• 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, J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 211-218
  作者：HASHIDOKO, YASUYUKI、TAHARA, SATOSHI、MIZUTANI, JUNYA

  DOI：——

  日期：——