Astringina

Astringina
Nombre IUPAC
	(2S,3R,4S,5S,6R)-2-[3-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Fórmula molecular	?
Identificadores
Número CAS	29884-49-9
ChEBI	2899
ChEMBL	358769
ChemSpider	4445028
PubChem	5281712
UNII	4ER6YKM4YL
KEGG	C10245
	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 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; Key: PERPNFLGJXUDDW-CUYWLFDKSA-N
Propiedades físicas
Masa molar	406.38 g/mol g/mol
	Valores en el SI y en condiciones estándar; (25 ℃ y 1 atm), salvo que se indique lo contrario.
	[editar datos en Wikidata]

La astringina, con fórmula química C₂₀H₂₂O₉ es un estilbenoide. Es el glucósido del piceatannol. Se puede encontrar en la corteza de Picea sitchensis^[2]^[3] o Picea abies.^[4]

También está presente en Vitis vinifera.^[5] y en el vino.^[6]

Referencias[editar]

↑ Número CAS
↑ Stilbene glucosides in the bark of Picea sitchensis. Masakazu Aritomi, Dervilla M.X. Donnelly, Phytochemistry, Volume 15, Issue 12, 1976, Pages 2006–2008, doi 10.1016/S0031-9422(00)88881-0
↑ Astringin and isorhapontin distribution in Sitka spruce trees. Claudia D. Toscano Underwood and Raymond B. Pearce, Phytochemistry, Volume 30, Issue 7, 1991, Pages 2183–2189, doi 10.1016/0031-9422(91)83610-W
↑ Stilbenes and resin acids in relation to the penetration of Heterobasidion annosum through the bark of Picea abies. M. Lindberg, L. Lundgren, R. Gref and M. Johansson, European Journal of Forest Pathology, May 1992, Volume 22, Issue 2, pages 95–106, doi 10.1111/j.1439-0329.1992.tb01436.x
↑ Antioxidant Activity of the Stilbene Astringin, Newly Extracted from Vitis vinifera Cell Cultures. Jean-Michel Mérillon, Bernard Fauconneau, Pierre Waffo Teguo, Laurence Barrier, Joseph Vercauteren and François Huguet, Clinical Chemistry, June 1997, vol. 43, no. 6, pages 1092-1093 (article)
↑ 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- andtrans-resveratrol, ε-viniferin) in Brazilian Wines». Journal of Agricultural and Food Chemistry 53 (14): 5664-9. PMID 15998130. doi:10.1021/jf050122g.