1.02010-04-08 22:04:30 UTC2019-11-26 02:54:37 UTCFDB000284Avenanthramide 2cAvenanthramide c is a member of the class of compounds known as avenanthramides. Avenanthramides are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid. Avenanthramide c is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Avenanthramide c can be found in cereals and cereal products, which makes avenanthramide c a potential biomarker for the consumption of this food product. Avenanthramide C (Collins)N-[3',4'-Dihydroxy-(E)-cinnamoyl]-5-hydroxyanthranilic acidC16H13NO6315.2775315.0742871532-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-5-hydroxybenzoic acid2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-5-hydroxybenzoic acid7664-41-7OC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC(O)=C(O)C=C1InChI=1S/C16H13NO6/c18-10-3-4-12(11(8-10)16(22)23)17-15(21)6-2-9-1-5-13(19)14(20)7-9/h1-8,18-20H,(H,17,21)(H,22,23)/b6-2+IDUUXROOZBOOPH-QHHAFSJGSA-N belongs to the class of organic compounds known as avenanthramides. These are a group of phenolic alkaloids consisting of conjugate of three phenylpropanoids (ferulic, caffeic, or p-coumaric acid) and anthranilic acid.AvenanthramidesOrganic compoundsPhenylpropanoids and polyketidesCinnamic acids and derivativesHydroxycinnamic acids and derivativesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAcylaminobenzoic acid and derivativesAnilidesBenzoic acidsBenzoyl derivativesCarbonyl compoundsCarboxylic acidsCatecholsHydrocarbon derivativesHydroxybenzoic acid derivativesMonocarboxylic acids and derivativesN-arylamidesN-cinnamoylanthranilic acidsOrganic oxidesOrganopnictogen compoundsSecondary carboxylic acid amidesStyrenesVinylogous amides1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAcylaminobenzoic acid or derivativesAnilideAromatic homomonocyclic compoundAvenanthramideBenzenoidBenzoic acidBenzoic acid or derivativesBenzoylCarbonyl groupCarboxamide groupCarboxylic acidCarboxylic acid derivativeCatecholCinnamic acid amideHydrocarbon derivativeHydroxybenzoic acidMonocarboxylic acid or derivativesMonocyclic benzene moietyN-arylamideN-cinnamoylanthranilic acidOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhenolSecondary carboxylic acid amideStyreneVinylogous amidelogp2.55logs-3.57solubility8.57e-02 g/llogp2.97pka_strongest_acidic3.31pka_strongest_basic-2iupac2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-5-hydroxybenzoic acidaverage_mass315.2775mono_mass315.074287153smilesOC(=O)C1=CC(O)=CC=C1NC(=O)\C=C\C1=CC(O)=C(O)C=C1formulaC16H13NO6inchiInChI=1S/C16H13NO6/c18-10-3-4-12(11(8-10)16(22)23)17-15(21)6-2-9-1-5-13(19)14(20)7-9/h1-8,18-20H,(H,17,21)(H,22,23)/b6-2+inchikeyIDUUXROOZBOOPH-QHHAFSJGSA-Npolar_surface_area127.09refractivity84.54polarizability30.96rotatable_bond_count4acceptor_count6donor_count5physiological_charge-1formal_charge0Specdb::CMs23376Specdb::CMs45919Specdb::CMs170830Specdb::MsMs59034Specdb::MsMs59035Specdb::MsMs59036Specdb::MsMs115077Specdb::MsMs115078Specdb::MsMs115079Specdb::MsMs2721225Specdb::MsMs2721226Specdb::MsMs2721227Specdb::MsMs2960562Specdb::MsMs2960563Specdb::MsMs2960564OatType 1specificAvena sativa44982.3753.8500000640.899999976mg/100 g