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Astringin

In today's world, Astringin has become a topic of great relevance and interest to a wide range of people. Whether it is a current topic, a prominent personality, or a relevant event, Astringin arouses the curiosity and attention of individuals from different backgrounds and cultures. Its impact and relevance transcend borders and generations, making it a topic of universal relevance. In this article, we will thoroughly explore Astringin and analyze its influence on the world today. Through different perspectives and evidence, we will seek to fully understand the importance and impact that Astringin has on contemporary society.

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Astringin
Chemical structure of astringin
Chemical structure of astringin
Names
IUPAC name
3--5-hydroxyphenyl β-D-glucopyranoside
Systematic IUPAC name
(2S,3R,4S,5S,6R)-2-{3--5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/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 checkY
    Key: PERPNFLGJXUDDW-CUYWLFDKSA-N checkY
  • 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
    Key: PERPNFLGJXUDDW-CUYWLFDKBH
  • O(c2cc(O)cc(\C=C\c1ccc(O)c(O)c1)c2)3O((O)(O)3O)CO
Properties
C20H22O9
Molar mass 406.387 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
☒N verify (what is checkY☒N ?)

Astringin is a stilbenoid, the 3-β-D-glucoside of piceatannol.[1] It can be found in the bark of Picea sitchensis[2][3] and Picea abies (Norway spruce).[4]

It is also present in Vitis vinifera cells cultures[5] and in wine.[6]

See also

References

  1. ^ CID 5281712 from PubChem
  2. ^ Aritomi, Masakazu; Donnelly, Dervilla M.X. (1976). "Stilbene glucosides in the bark of Picea sitchensis". Phytochemistry. 15 (12): 2006–2008. Bibcode:1976PChem..15.2006A. doi:10.1016/S0031-9422(00)88881-0.
  3. ^ Toscano Underwood, Claudia D.; Pearce, Raymond B. (1991). "Astringin and isorhapontin distribution in Sitka spruce trees". Phytochemistry. 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. (1992). "Stilbenes and resin acids in relation to the penetration of Heterobasidion annosum through the bark of Picea abies". European Journal of Forest Pathology. 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. (1997). "Antioxidant activity of the stilbene astringin, newly extracted from Vitis vinifera cell cultures". Clinical Chemistry. 43 (6 Pt 1): 1092–1093. doi:10.1093/clinchem/43.6.1092. PMID 9191572.
  6. ^ Vitrac, Xavier; Bornet, Aurélie; Vanderlinde, Regina; Valls, Josep; Richard, Tristan; Delaunay, Jean-Claude; Mérillon, Jean-Michel; Teissédre, Pierre-Louis (2005). "Determination of Stilbenes (δ-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, ε-viniferin) in Brazilian Wines". Journal of Agricultural and Food Chemistry. 53 (14): 5664–9. doi:10.1021/jf050122g. PMID 15998130.
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