22,29,30-trinor(17αH)-hopan-21-one | 1172-78-7

• 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: 22,29,30-trinor(17αH)-hopan-21-one
• 英文别名: 22,29,30-Trinor-17α-hopan-21-one；17αH-trisnorhopan-21-one；17α-A'-neo-22,29,30-trinor-gammaceran-21-one；17α-A'-Neo-22,29,30-trinor-gammaceran-21-on；22,29,30-Trisnor-(17αH)-17(22->21)abeo-gammaceranon-(21)；22,29,30-Trinor-17α (H)-hopan-21-on；(3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bR)-5a,5b,8,8,11a,13b-hexamethyl-2,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-3-one
• CAS: 1172-78-7
• 化学式: C₂₇H₄₄O
• 分子量: 384.646
• InChiKey: QHZGEIFOKNRJQD-XRWCPNORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 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：

  22,29,30-trinor(17αH)-hopan-21-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以58%的产率得到22,29,30-trinor-17α-hopan-21β-ol
  参考文献：
  名称：

  Synthesis of biological markers in fossil fuels. 3. Degraded and rearranged C27 hopanes

  摘要：

  DOI：

  10.1021/jo00211a007
• 作为产物：
  描述：

  22,29,30-trinorhopan-21-β-ol 在 chromium(VI) oxide 、 硫酸 作用下， 生成 22,29,30-trinor(17αH)-hopan-21-one
  参考文献：
  名称：

  Galbraith,M.N. et al., Australian Journal of Chemistry, 1965, vol. 18, p. 226 - 239

  摘要：

  DOI：

文献信息

• Saponin and sapogenol. XI. Chemical correlation of spergulagenin A, a new migrated hopane-type sapogenol,with hydroxyhopane.
  作者：ISAO KITAGAWA、HIDEYO SUZUKI、ITIRO YOSIOKA

  DOI：10.1248/cpb.23.2087

  日期：——

  The chemical correlation of spergulagenin A (1), which is a new migrated hopane-type sapogenol elucidated previously from the root of Mollugo spergula L., with hydroxyhopane (2) has been accomplished through the conversion of both to the common derivative 4a (=7a). The Meerwein-Ponndorf type reduction of the methylcarbonyl moiety in spergulagenin A (1), which occurs on prolonged treatment with ethanolic alkali, has been described.

  先前从Mollugo spergula L.的根中分离出的新型迁移型葎烷类皂苷元spergulagenin A (1)与羟基葎烷(2)的化学相关性，已通过将两者转化为共同的衍生物4a (=7a)得以阐明。 已经描述了在乙醇碱的长时间处理下，spergulagenin A (1)中甲基羰基部分的梅尔文-庞多夫型还原。
• Dunstan et al., Croatica Chemica Acta, 1957, vol. 29, p. 173,178
  作者：Dunstan et al.

  DOI：——

  日期：——
• Synthesis of biological markers in fossil fuels. 1. 17.alpha. and 17.beta. isomers of 30-norhopane and 30-normoretane
  作者：Philip E. Bauer、Norma K. Dunlap、Simeon Arseniyadis、David S. Watt、Wolfgang K. Seifert、J. Michael Moldowan

  DOI：10.1021/jo00172a010

  日期：1983.12
• Novel hopanoid derivatives released by oxidation of Messel shale kerogen
  作者：Christine Reiss、Philippe Blanc、Jean M. Trendel、Pierre Albrecht

  DOI：10.1016/s0040-4020(97)00261-5

  日期：1997.4

  Oxidation of Messel share kerogen using ruthenium tetroxide yielded several series of hopanoid triterpenes which have been identified by synthesis. These compounds could originate from hopenes or hopanes of bacterial origin linked to the kerogen; their structures indicate that incorporation processes into macromolecular entities of their biological precursors must occur at a rather early stage of diagenesis. (C) 1997 Elsevier Science Ltd.
• 344. The chemistry of triterpenes and related compounds. Part XXXVII. The stereochemistry of the D/E ring junction of hydroxyhopanone
  作者：G. V. Baddeley、T. G. Halsall、E. R. H. Jones

  DOI：10.1039/jr9600001715

  日期：——