Sodium; 2-[(E)-(R)-2,3-dimethyl-6-((3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-hept-4-enoylamino]-ethanesulfonate | 130829-33-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Sodium; 2-[(E)-(R)-2,3-dimethyl-6-((3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-hept-4-enoylamino]-ethanesulfonate
• CAS: 130829-33-3
• 化学式: C₃₀H₅₀NO₈S*Na
• 分子量: 607.785
• InChiKey: LJQJFBYCLYVBKJ-FYAQNKMMSA-M

反应信息

• 作为反应物：
  描述：

  Sodium; 2-[(E)-(R)-2,3-dimethyl-6-((3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-hept-4-enoylamino]-ethanesulfonate 在 氢氧化钾 作用下， 反应 36.0h， 生成 Sodium; 2-[(E)-(R)-2,3-dimethyl-6-((3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6,15-tetrahydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-hept-4-enoylamino]-ethanesulfonate
  参考文献：
  名称：

  Novel marine polyhydroxylated steroids from the starfish Myxoderma platyacanthum

  摘要：

  Nine polyhydroxy steroids and two steroid glycosides have been isolated from the starfish Myxoderma platyacanthum. The novel compounds 1-7 possess the same 3-beta, 5-alpha,6-beta,15-alpha-tetrol necleus (15-sulfated in 1 and 3) but differ in the side chains. Two levels of oxidation (CH2OH and CO2H) at the side chain methyls were encountered in this class of steroids; in 6 and 7 the 26-carboxylic acid function is found as amide derivative of taurine. The novel compound 8 is an asterosaponin assigned as myxodermoside A, consisting of a DELTA-9(11) 3-beta,6-alpha-dihydroxysteroidal moiety, a tetrasaccharide portion attached at C-6, and a sulfate group at C-3. Steroids 9-11 have known structures. The general structure of the novel compounds was determined from spectral data (H-1 and C-13 NMR and FAB MS), and the stereochemistry of the side chains was determined by correlating the respective spectral data with those of synthetic models of known configuration. The stereoselective synthesis of the steroid 4 side chain (DELTA-22E, 27-nor-24-methyl-26-carboxy) is also described.

  DOI：

  10.1021/jo00003a043