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5-8'-Dehydrodiferulic acid

PubChem CID: 157009739

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Compound Synonyms 5-8'-Dehydrodiferulic acid, (E)-2-(5-((Z)-2-carboxyethenyl)-2-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid, (E)-2-[5-[(Z)-2-carboxyethenyl]-2-hydroxy-3-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid, 5-8'-Dehydrodiferulate
Prediction Swissadme 0.0
Topological Polar Surface Area 134.0
Hydrogen Bond Donor Count 4.0
Inchi Key DEPVSDIYICBTJE-FGDQGFBNSA-N
Fcsp3 0.1
Rotatable Bond Count 7.0
Heavy Atom Count 28.0
Compound Name 5-8'-Dehydrodiferulic acid
Description 5-8'-dehydrodiferulic acid is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 5-8'-dehydrodiferulic acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 5-8'-dehydrodiferulic acid can be found in a number of food items such as corn, common wheat, rye, and semolina, which makes 5-8'-dehydrodiferulic acid a potential biomarker for the consumption of these food products. 8,5'-Diferulic acid is a non cyclic type of diferulic acid. It is the predominant diferulic acid in sugar beet pulp. It is also found in barley, in maize bran and rye. 8-5'-Diferulic acid has also been identified to be covalently linked to carbohydrate moieties of the arabinogalactan-protein fraction of gum arabic .
Prediction Hob Swissadme 0.0
Exact Mass 386.1
Formal Charge 0.0
Monoisotopic Mass 386.1
Isotope Atom Count 0.0
Molecular Complexity 613.0
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 386.4
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name (E)-2-[5-[(Z)-2-carboxyethenyl]-2-hydroxy-3-methoxyphenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 2.0
Prediction Hob 1.0
Esol -3.785250057142857
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+
Smiles COC1=CC(=CC(=C1O)/C(=C\C2=CC(=C(C=C2)O)OC)/C(=O)O)/C=C\C(=O)O
Xlogp 2.7
Defined Bond Stereocenter Count 2.0
Molecular Formula C20H18O8

  • 1. Outgoing r'ship FOUND_IN to/from Triticum Aestivum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients