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异土木香内酯

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异土木香内酯
IUPAC名
(3aR,4aS,8aR,9aR)-Decahydro-8a-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one
英文名 isoalantolactone
识别
CAS号 470-17-7  checkY
PubChem 73285
ChemSpider 66028
SMILES
 
  • CC12CCCC(=C)C1CC3C(C2)OC(=O)C3=C
InChI
 
  • InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1
InChIKey CVUANYCQTOGILD-QVHKTLOISA-N
ChEBI 5981
性质
化学式 C15H20O2
摩尔质量 232.32 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

异土木香内酯是一种有机化合物，化学式C15H20O2，可见于土木香[1][2]、大叶土木香[3][4]、旋覆花[5][6]等物种。它和苯硫酚在三乙胺存在下反应，可以得到3位亚甲基（羰基旁碳连接的亚甲基）被苯硫基甲基取代的产物。[7]

参考资料

  1. ^ Cantrell CL; Abate L; Fronczek FR; Quijano L; Fischer NH. Antimycobacterial eudesmanolides from Inula helenium and Rudbeckia subtomentosa. Planta Medica. 1999-05, 65 (4). doi:10.1055/S-1999-14001 （英语）. 
  2. ^ Tenji Konishi; Yasuo Shimada; Tsuneatsu Nagao; Hikaru Okabe; Takao Konoshima. Antiproliferative sesquiterpene lactones from the roots of Inula helenium. Biological and Pharmaceutical Bulletin. 2002, 25 (10). doi:10.1248/BPB.25.1370. 
  3. ^ S. A. Lugovskaya; N. V. Plekhanova; K. Yu. Orozbaev. Alantolactone from Inula grandis. Chemistry of Natural Compounds. 2004-12, 12 (1). doi:10.1007/BF00570217. 
  4. ^ Charles L Cantrell; Julia W Pridgeon; Frank R Fronczek. Structure-activity relationship studies on derivatives of eudesmanolides from Inula helenium as toxicants against Aedes aegypti larvae and adults. Chemistry and Biodiversity. 2010-07, 7 (7). doi:10.1002/CBDV.201000031 （英语）. 
  5. ^ Chao Yang; Chun-Ming Wang; Zhong-Jian Jia. Sesquiterpenes and other constituents from the aerial parts of Inula japonica. Planta Medica. 2003-07, 69 (7). doi:10.1055/S-2003-41123. 
  6. ^ Charles L Cantrell; Julia W Pridgeon; Frank R Fronczek. Structure-activity relationship studies on derivatives of eudesmanolides from Inula helenium as toxicants against Aedes aegypti larvae and adults. Chemistry and Biodiversity. 2010-07, 7 (7). doi:10.1002/CBDV.201000031 （英语）. 
  7. ^ Semakov, A. V.; Klochkov, S. G. (2020). Addition Products of Thiophenol and Selenophenol to Inula Helenium Lactones. Chemistry of Natural Compounds, 56(2), 254–256. doi:10.1007/s10600-020-03000-7
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