1.02010-04-08 22:04:30 UTC2019-11-26 02:54:37 UTCFDB0002718-4'-Dehydrodiferulic acid8-4'-dehydrodiferulic acid belongs to phenylpyruvic acid derivatives class of compounds. Those are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 8-4'-dehydrodiferulic acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 8-4'-dehydrodiferulic acid can be found in a number of food items such as corn, semolina, common wheat, and hard wheat, which makes 8-4'-dehydrodiferulic acid a potential biomarker for the consumption of these food products.8-4'-Dehydrodiferulic acid8-O-4'-Dehydrodiferulic acidC20H18O8386.3521386.100167552(2E)-2-{4-[(1Z)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid(2E)-2-{4-[(1Z)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acidCOC1=C(O)C=CC(\C=C(\OC2=C(OC)C=C(\C=C/C(O)=O)C=C2)C(O)=O)=C1InChI=1S/C20H18O8/c1-26-16-10-13(3-6-14(16)21)11-18(20(24)25)28-15-7-4-12(5-8-19(22)23)9-17(15)27-2/h3-11,21H,1-2H3,(H,22,23)(H,24,25)/b8-5-,18-11+GGCXWTMEZZGUFT-WBZVOSOQSA-N belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.Phenylpyruvic acid derivativesOrganic compoundsBenzenoidsBenzene and substituted derivativesPhenylpyruvic acid derivativesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoidsAlkyl aryl ethersAnisolesCarbonyl compoundsCarboxylic acidsCinnamic acidsCoumaric acids and derivativesDicarboxylic acids and derivativesHydrocarbon derivativesHydroxycinnamic acidsMethoxybenzenesMethoxyphenolsOrganic oxidesPhenoxy compoundsPhenoxyacetic acid derivativesStyrenes1-hydroxy-2-unsubstituted benzenoidAlkyl aryl etherAnisoleAromatic homomonocyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeCinnamic acidCinnamic acid or derivativesCoumaric acid or derivativesDicarboxylic acid or derivativesEnol-phenylpyruvateEtherHydrocarbon derivativeHydroxycinnamic acidHydroxycinnamic acid or derivativesMethoxybenzeneMethoxyphenolOrganic oxideOrganic oxygen compoundOrganooxygen compoundPhenolPhenol etherPhenoxy compoundPhenoxyacetateStyrenelogp3.44logs-4.58solubility1.03e-02 g/llogp2.97pka_strongest_acidic2.55pka_strongest_basic-4.5iupac(2E)-2-{4-[(1Z)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acidaverage_mass386.3521mono_mass386.100167552smilesCOC1=C(O)C=CC(\C=C(\OC2=C(OC)C=C(\C=C/C(O)=O)C=C2)C(O)=O)=C1formulaC20H18O8inchiInChI=1S/C20H18O8/c1-26-16-10-13(3-6-14(16)21)11-18(20(24)25)28-15-7-4-12(5-8-19(22)23)9-17(15)27-2/h3-11,21H,1-2H3,(H,22,23)(H,24,25)/b8-5-,18-11+inchikeyGGCXWTMEZZGUFT-WBZVOSOQSA-Npolar_surface_area122.52refractivity101.2polarizability38.13rotatable_bond_count8acceptor_count8donor_count3physiological_charge-2formal_charge0Specdb::MsMs75333Specdb::MsMs75334Specdb::MsMs75335Specdb::MsMs134961Specdb::MsMs134962Specdb::MsMs134963Specdb::MsMs3596950Specdb::MsMs3596951Specdb::MsMs3596952Specdb::MsMs3598247Specdb::MsMs3598248Specdb::MsMs3598249CarrotType 1specificDaucus carota ssp. sativus79200Common wheatType 1specificTriticum aestivum45654.6984.6979999544.697999954mg/100 gCornType 1specificZea mays45775.430045.4300398835.430039883mg/100 gHard wheatType 1specificTriticum durum45670.2604130.2604125070.260412507mg/100 gRyeType 1specificSecale cereale45508.75763214.5752631742.939999938mg/100 gSemolinaType 2specific11.03021211.03021217811.030212178mg/100 g