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8,5'-Diferulic acid

Chemical compound From Wikipedia, the free encyclopedia

8,5′-Diferulic acid is a non cyclic type of diferulic acid. It is the predominant diferulic acid in sugar beet pulp.[2] It is also found in barley,[3] in maize bran[4] and rye.[5] 8,5′-Diferulic acid has also been identified to be covalently linked to carbohydrate moieties of the arabinogalactan-protein fraction of gum arabic.[6]

Quick facts Names, Identifiers ...
8,5′-Diferulic acid
Chemical structure of 8,5′-diferulic acid.
Names
Preferred IUPAC name
(2E)-2-{5-[(E)-2-Carboxyethen-1-yl]-2-hydroxy-3-methoxyphenyl}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Other names
8,5′-DiFA
Ferulic acid 8-5-dehydrodimer
8,5′-diFA (open form)
8,5-DiFA
5-8′-Dehydrodiferulic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C20H18O8/c1-27-16-9-11(3-5-15(16)21)8-14(20(25)26)13-7-12(4-6-18(22)23)10-17(28-2)19(13)24/h3-10,21,24H,1-2H3,(H,22,23)(H,25,26)/b6-4+,14-8+
    Key: DEPVSDIYICBTJE-SITOFEAGSA-N
  • InChI=1/C20H18O8/c1-27-16-9-11(3-5-15(16)21)8-14(20(25)26)13-7-12(4-6-18(22)23)10-17(28-2)19(13)24/h3-10,21,24H,1-2H3,(H,22,23)(H,25,26)/b6-4+,14-8+
    Key: DEPVSDIYICBTJE-SITOFEAGBF
  • O=C(O)\C=C\c1cc(OC)c(O)c(c1)/C(=C\c2ccc(O)c(OC)c2)C(=O)O
Properties
C20H18O8
Molar mass 386.356 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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