caudatoside A | 477343-33-2

• 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: caudatoside A
• 英文别名: methyl (1S,4aS,5S,6R,7S,7aR)-6-hydroxy-7-methyl-5-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• CAS: 477343-33-2
• 化学式: C₂₆H₃₂O₁₂
• 分子量: 536.533
• InChiKey: AWXRMPBTOKZHBB-UPGOVNAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  181
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 caudatoside A 在 吡啶 作用下， 反应 24.0h， 以27 mg的产率得到caudatoside A pentaacetate
  参考文献：
  名称：

  Caudatosides A−F:  New Iridoid Glucosides from Citharexylum caudatum

  摘要：

  Six new iridoid glucosides, caudatosides A-F (2-7), and one known iridoid glucoside, 5-deoxypulchelloside I (1), were isolated from the fruits of Citharexylum caudatum. The structures of these compounds were elucidated by various one- and two-dimensional NMR techniques as well as high-resolution negative-ion ESIMS. Other plant parts were extracted on a small scale, and TLC of these extracts revealed the presence of the same iridoids.

  DOI：

  10.1021/np020211c
• 作为产物：
  描述：

  6,7:4',6'-di-O-isopropylidene 5-deoxypulchelloside I 在 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 144.0h， 生成 caudatoside A
  参考文献：
  名称：

  Conversion of 5-Deoxypulchelloside I to Caudatoside A

  摘要：

  The iridoid caudatoside A (2) was synthesized in seven steps from the naturally occurring iridoid 5-deoxypulchelloside I (1) using a straightforward series of protection and deprotection procedures to introduce the requisite C-6 cinnamoyl ester.

  DOI：

  10.1021/np0303613

文献信息

• AN ESTERASE THAT IS CAPABLE OF CONVERTING IRIDOIDS AND SECO-IRIDOIDS
  申请人：N-Zyme BioTec GmbH

  公开号：EP3409766A1

  公开（公告）日：2018-12-05

  The present invention relates to a polypeptide having esterase activity selected from the group consisting of (a) a polypeptide comprising the amino acid sequence of SEQ ID NO: 7; (b) a polypeptide that is at least 60 % identical to the amino acid sequence of SEQ ID NO: 7 and which is characterized by having an esterase activity; (c) a polypeptide encoded by a nucleic acid molecule which is at least 60 % identical to the nucleic acid sequence of SEQ ID NO: 5 or 6 wherein said polypeptide is characterized by having an esterase activity; (d) a polypeptide encoded by the nucleic acid molecule of SEQ ID NO: 5 or 6; and (e) a polypeptide encoded by the complementary sequence of a nucleic acid molecule that is able to hybridize with the nucleic acid molecule of SEQ ID NO: 5 or 6. Further, the present invention relates to a polypeptide having esterase activity selected from the group consisting of SEQ ID NO: 24 and 37 (as encoded by nuleic acid molecule of SEQ ID NO: 22 or 23 and SEQ ID NO: 35 and 36). The present invention also relates to a method for the production of oleacein, oleocanthal, or decarboxymethyl elenolic acid dialdehyde (DEDA) comprising the use of the esterase of the present invention. to an organism, preferably a plant cell, genetically engineered with a nucleic acid molecule encoding a polypeptide characterized by having an esterase activity or the vector of the present invention. The present invention also relates to a method for the production of oleacein, oleocanthal, and/or decarboxymethyl elenolic acid dialdehyde (DEDA) comprising the use of the esterase of the present invention.

  本发明涉及一种具有酯酶活性的多肽，该多肽选自由以下组成的组 (a) 包含 SEQ ID NO: 7 的氨基酸序列的多肽；(b) 与 SEQ ID NO: 7 的氨基酸序列至少 60% 相同的多肽，其特征在于具有酯酶活性；(c) 由核酸分子编码的多肽，该核酸分子与 SEQ ID NO: 5 或 6 的核酸序列至少 60% 相同，其中所述多肽的特征在于具有酯酶活性；(d) 由 SEQ ID NO: 5 或 6 的核酸分子编码的多肽；以及(e) 由 SEQ ID NO: 6 的核酸分子编码的多肽：5或6的核酸分子编码的多肽，其中所述多肽的特征在于具有酯酶活性；(d)由SEQ ID NO：5或6的核酸分子编码的多肽；以及(e)由能够与SEQ ID NO：5或6的核酸分子杂交的核酸分子的互补序列编码的多肽。此外，本发明涉及一种具有酯酶活性的多肽，该多肽选自 SEQ ID NO: 24 和 37（由 SEQ ID NO: 22 或 23 和 SEQ ID NO: 35 和 36 的核酸分子编码）组成的组。本发明还涉及一种生产油菜素、油菜醛或脱羧甲基烯醇酸二醛（DEDA）的方法，包括使用本发明的酯酶。本发明涉及一种生物体，最好是植物细胞，其基因工程中含有编码具有酯酶活性的多肽的核酸分子或本发明的载体。本发明还涉及一种生产油菜素、油菜醛和/或脱羧甲基烯醇酸二醛（DEDA）的方法，包括使用本发明的酯酶。
• Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110217394A1

  公开（公告）日：2011-09-08

  Embodiments of the invention relate to fortified food and dietary supplement products which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relates to the administration of products enhanced with plant products and iridoids.
• Acai and Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110206786A1

  公开（公告）日：2011-08-25

  Embodiments of the invention relate to fortified food and dietary supplement products, which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relate to the administration of products enhanced with Acai and iridoids.
• Morinda Citrifolia and Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110206787A1

  公开（公告）日：2011-08-25

  Embodiments of the invention relate to fortified food and dietary supplement products which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relates to the administration of products enhanced with Morinda citrifolia and iridoids.
• Garcinia Mangostana L. and Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20120021079A1

  公开（公告）日：2012-01-26

  Embodiments of the invention relate to fortified food and dietary supplement products, which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relate to the administration of products enhanced with Garcinia mangostana L. and iridoids.