6S,10R,11R,17ξ-10-desoxy-17-hydroxyiridal | 138459-56-0

• 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: 6S,10R,11R,17ξ-10-desoxy-17-hydroxyiridal
• 英文别名: (6R,10S,11S)-(+)-10-deoxy-17ξ-hydroxyiridal
• CAS: 138459-56-0
• 化学式: C₃₀H₅₀O₃
• 分子量: 458.725
• InChiKey: KGNYOYQNEUDLHE-HQSYSPEASA-N

反应信息

• 作为反应物：
  描述：

  6S,10R,11R,17ξ-10-desoxy-17-hydroxyiridal 在 吡啶 、 manganese(IV) oxide 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 32.5h， 生成 2-[(2S,3R,4R)-2-(3-Hydroxy-propyl)-3,4-dimethyl-3-((3E,6E)-4,8,12-trimethyl-trideca-3,6,11-trienyl)-cyclohex-(Z)-ylidene]-propionaldehyde
  参考文献：
  名称：

  Identification of 10-desoxyiridal as an intermediate in the biosynthesis of iridals

  摘要：

  The metabolism of iridals, unusual triterpenoids found in sword lilies, was studied in a cell culture of Iris pseudacorus Linn. The cells contain mainly spiroiridals. esterified with capric acid, which are hydrolyzed by esterases upon cell disruption. In ether extracts of these cell homogenates 10-desoxyiridal. a hitherto unknown precursor of the iridals, was identified by comparison with a semisynthetic standard. The compound was isolated and its structure verified by spectroscopic means. Upon incubation of. the cells with 3-amino-1,2,4-triazole, a bleaching agent, the amounts of iridal and 10-desoxyiridal in the cells increase. whereas the level of the conjugated iridotrienes is diminished. This proves that 10-desoxyiridal plays a central role in iridal biosynthesis and thai the conjugated triene moiety of the iridotrienes is formed by the action of a desaturase on iridal. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00639-6