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異柏油酸

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異柏油酸
IUPAC名
(1S,4aR,5S,8aR)-5-[(3E)-5-Hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylic acid
識別
CAS號 1909-91-7  checkY
PubChem 6438138
ChemSpider 4942630
SMILES
 
  • O=C(O)[C@]1(CCC[C@@]2([C@H](/C(=C)CC[C@@H]12)CCC(=C/CO)/C)C)C
InChI
 
  • 1/C20H32O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h10,16-17,21H,2,5-9,11-13H2,1,3-4H3,(H,22,23)/b14-10+/t16-,17+,19+,20-/m0/s1
InChIKey DOYKMKZYLAAOGH-DOEMEAPXBD
性質
化學式 C20H32O3
摩爾質量 320.47 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

異柏油酸(英語:Isocupressic acid)是一種植物產生的二萜有機酸,分子式C20H32O3,可導致牛流產[1],存在於西黃松(學名:Pinus ponderosa)的各個部分,特別是針葉[2], 此外還存在於扭葉松(學名:Pinus contorta)、傑弗瑞松(學名:Pinus jeffreyi)甚至可能輻射松(學名:Pinus radiata)中[3]

參考文獻

[編輯]
  1. ^ Wang, S; Panter, KE; Gardner, DR; Evans, RC; Bunch, TD. Effects of the pine needle abortifacient, isocupressic acid, on bovine oocyte maturation and preimplantation embryo development. Animal Reproduction Science. 2004, 81 (3–4): 237–44 [2021-06-05]. PMID 14998650. doi:10.1016/j.anireprosci.2003.10.008. (原始內容存檔於2021-06-05). 
  2. ^ Stegelmeier, BL; Gardner, DR; James, LF; Panter, KE; Molyneux, RJ. The toxic and abortifacient effects of ponderosa pine. Vet. Pathol. 1996, 33 (1): 22–8. PMID 8826003. S2CID 19523938. doi:10.1177/030098589603300103. 
  3. ^ Burrows, George E.; Tyrl, Ronald J. Toxic Plants of North America 2nd. John Wiley & Sons. 2012. ISBN 9781118413388.