白皮杉醇葡萄糖苷

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白皮杉醇葡萄糖苷
Chemical structure of astringin
IUPAC名
3-[(E)-2-(2,3-Dihydroxyphenyl)ethen-1-yl]-5-hydroxyphenyl β-D-glucopyranoside
系统名
(2S,3R,4S,5S,6R)-23-[(E)-2-(3,4-Dihydroxyphenyl)ethen-1-yl]-5-hydroxyphenoxy6-(hydroxymethyl)oxane-3,4,5-triol
识别
CAS号 29884-49-9  ☒N
PubChem 5281712
ChemSpider 4445028
SMILES
 
  • O(c2cc(O)cc(\C=C\c1ccc(O)c(O)c1)c2)[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO
InChI
 
  • 1/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChIKey PERPNFLGJXUDDW-CUYWLFDKBH
ChEBI 2899
性质
化学式 C20H22O9
摩尔质量 406.38 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

白皮杉醇葡萄糖苷（英語：Astringin）是一种芪类化合物、白皮杉醇的3-β-D-葡萄糖苷。[1] 它可以在北美云杉[2][3]和挪威云杉的树皮中找到。[4]

它也存在于葡萄细胞培养物[5]和葡萄酒中。[6]

参见[编辑]

参考资料[编辑]

  1. ^ CID 5281712 from PubChem
  2. ^ Aritomi, Masakazu; Donnelly, Dervilla M.X. Stilbene glucosides in the bark of Picea sitchensis. Phytochemistry. 1976, 15 (12): 2006–2008. Bibcode:1976PChem..15.2006A. doi:10.1016/S0031-9422(00)88881-0. 
  3. ^ Toscano Underwood, Claudia D.; Pearce, Raymond B. Astringin and isorhapontin distribution in Sitka spruce trees. Phytochemistry. 1991, 30 (7): 2183–2189. Bibcode:1991PChem..30.2183T. doi:10.1016/0031-9422(91)83610-W. 
  4. ^ Lindberg, M.; Lundgren, L.; Gref, R.; Johansson, M. Stilbenes and resin acids in relation to the penetration of Heterobasidion annosum through the bark of Picea abies. European Journal of Forest Pathology. 1992, 22 (2): 95–106. doi:10.1111/j.1439-0329.1992.tb01436.x. 
  5. ^ Mérillon, J. M.; Fauconneau, B.; Teguo, P. W.; Barrier, L.; Vercauteren, J.; Huguet, F. Antioxidant activity of the stilbene astringin, newly extracted from Vitis vinifera cell cultures (PDF). Clinical Chemistry. 1997, 43 (6 Pt 1): 1092–1093. PMID 9191572. doi:10.1093/clinchem/43.6.1092. 
  6. ^ Vitrac, Xavier; Bornet, Aurélie; Vanderlinde, Regina; Valls, Josep; Richard, Tristan; Delaunay, Jean-Claude; Mérillon, Jean-Michel; Teissédre, Pierre-Louis. Determination of Stilbenes (δ-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, ε-viniferin) in Brazilian Wines. Journal of Agricultural and Food Chemistry. 2005, 53 (14): 5664–9. PMID 15998130. doi:10.1021/jf050122g. 
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