8,5'-Diferulic acid

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]

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
CAS Number	180579-78-6[1] N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:88363 Y
ChemSpider	8560889
PubChem CID	10385447
CompTox Dashboard (EPA)	DTXSID201045390
InChI 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
SMILES O=C(O)\C=C\c1cc(OC)c(O)c(c1)/C(=C\c2ccc(O)c(OC)c2)C(=O)O
Properties
Chemical formula	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). Infobox references

See also

• Decarboxylated 8,5'-diferulic acid