1.02010-04-08 22:04:30 UTC2019-11-26 02:54:37 UTCFDB000285Avenanthramide 2fAvenanthramide b 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 b is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Avenanthramide b can be found in cereals and cereal products, which makes avenanthramide b a potential biomarker for the consumption of this food product. Avenanthramide A1Avenanthramide B (Collins)N-[4'-Hydroxy-3'-methoxy-(E)-cinnamoyl]-5-hydroxyanthranilic acidC17H15NO6329.3041329.0899372175-hydroxy-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]benzoic acid5-hydroxy-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]benzoic acid7664-41-7COC1=C(O)C=CC(\C=C\C(=O)NC2=CC=C(O)C=C2C(O)=O)=C1InChI=1S/C17H15NO6/c1-24-15-8-10(2-6-14(15)20)3-7-16(21)18-13-5-4-11(19)9-12(13)17(22)23/h2-9,19-20H,1H3,(H,18,21)(H,22,23)/b7-3+JXFZHMCSCYADIX-XVNBXDOJSA-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 benzenoidsAcylaminobenzoic acid and derivativesAlkyl aryl ethersAnilidesAnisolesBenzoic acidsBenzoyl derivativesCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesHydroxybenzoic acid derivativesMethoxybenzenesMethoxyphenolsMonocarboxylic acids and derivativesN-arylamidesN-cinnamoylanthranilic acidsOrganic oxidesOrganopnictogen compoundsPhenoxy compoundsSecondary carboxylic acid amidesStyrenesVinylogous amides1-hydroxy-2-unsubstituted benzenoidAcylaminobenzoic acid or derivativesAlkyl aryl etherAnilideAnisoleAromatic homomonocyclic compoundAvenanthramideBenzenoidBenzoic acidBenzoic acid or derivativesBenzoylCarbonyl groupCarboxamide groupCarboxylic acidCarboxylic acid derivativeCinnamic acid amideEtherHydrocarbon derivativeHydroxybenzoic acidMethoxybenzeneMethoxyphenolMonocarboxylic acid or derivativesMonocyclic benzene moietyN-arylamideN-cinnamoylanthranilic acidOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhenolPhenol etherPhenoxy compoundSecondary carboxylic acid amideStyreneVinylogous amidelogp2.89logs-4.14solubility2.40e-02 g/llogp3.11pka_strongest_acidic3.31pka_strongest_basic-2iupac5-hydroxy-2-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]benzoic acidaverage_mass329.3041mono_mass329.089937217smilesCOC1=C(O)C=CC(\C=C\C(=O)NC2=CC=C(O)C=C2C(O)=O)=C1formulaC17H15NO6inchiInChI=1S/C17H15NO6/c1-24-15-8-10(2-6-14(15)20)3-7-16(21)18-13-5-4-11(19)9-12(13)17(22)23/h2-9,19-20H,1H3,(H,18,21)(H,22,23)/b7-3+inchikeyJXFZHMCSCYADIX-XVNBXDOJSA-Npolar_surface_area116.09refractivity89.02polarizability33.12rotatable_bond_count5acceptor_count6donor_count4physiological_charge-1formal_charge0Specdb::CMs23272Specdb::CMs45918Specdb::CMs173504Specdb::MsMs55731Specdb::MsMs55732Specdb::MsMs55733Specdb::MsMs110943Specdb::MsMs110944Specdb::MsMs110945Specdb::MsMs451849Specdb::MsMs451850Specdb::MsMs2304594Specdb::MsMs2304595Specdb::MsMs2304596Specdb::MsMs2657125Specdb::MsMs2657126Specdb::MsMs2657127165178OatType 1specificAvena sativa44983.8916678.1250.899999976mg/100 g