1.0 2010-04-08 22:09:32 UTC 2019-11-26 03:04:42 UTC FDB011224 Avenanthramide 2 Constituent of Avena sativa (oat). Avenanthramide 2 is found in oat and cereals and cereal products. Avenanthramide 2 C18H17NO7 359.3301 359.100501903 5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid 5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid 154992-25-3 COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1 InChI=1S/C18H17NO7/c1-25-15-7-10(3-5-13(15)20)4-6-17(22)19-12-9-16(26-2)14(21)8-11(12)18(23)24/h3-9,20-21H,1-2H3,(H,19,22)(H,23,24)/b6-4+ YDAKMIMUVCLFIN-GQCTYLIASA-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. Avenanthramides Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acylaminobenzoic acid and derivatives Alkyl aryl ethers Anilides Anisoles Benzoic acids Benzoyl derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroxybenzoic acid derivatives Methoxyanilines Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives N-arylamides N-cinnamoylanthranilic acids Organic oxides Organopnictogen compounds P-methoxybenzoic acids and derivatives Phenoxy compounds Secondary carboxylic acid amides Styrenes Vinylogous amides 1-hydroxy-2-unsubstituted benzenoid Acylaminobenzoic acid or derivatives Alkyl aryl ether Anilide Anisole Aromatic homomonocyclic compound Avenanthramide Benzenoid Benzoic acid Benzoic acid or derivatives Benzoyl Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Cinnamic acid amide Ether Hydrocarbon derivative Hydroxybenzoic acid Methoxyaniline Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety N-arylamide N-cinnamoylanthranilic acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound P-methoxybenzoic acid or derivatives Phenol Phenol ether Phenoxy compound Secondary carboxylic acid amide Styrene Vinylogous amide logp 2.31 ALOGPS logs -3.96 ALOGPS solubility 3.90e-02 g/l ALOGPS logp 1.91 ChemAxon pka_strongest_acidic -0.0093 ChemAxon pka_strongest_basic 15.04 ChemAxon iupac 5-hydroxy-2-[(E)-[(2E)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-ylidene]amino]-4-methoxybenzoic acid ChemAxon average_mass 359.3301 ChemAxon mono_mass 359.100501903 ChemAxon smiles COC1=C(O)C=CC(\C=C\C(\O)=N/C2=CC(OC)=C(O)C=C2C(O)=O)=C1 ChemAxon formula C18H17NO7 ChemAxon inchi InChI=1S/C18H17NO7/c1-25-15-7-10(3-5-13(15)20)4-6-17(22)19-12-9-16(26-2)14(21)8-11(12)18(23)24/h3-9,20-21H,1-2H3,(H,19,22)(H,23,24)/b6-4+ ChemAxon inchikey YDAKMIMUVCLFIN-GQCTYLIASA-N ChemAxon polar_surface_area 128.81 ChemAxon refractivity 96.24 ChemAxon polarizability 35.47 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17650 Specdb::CMs 43142 Specdb::CMs 169412 Specdb::MsMs 83535 Specdb::MsMs 83536 Specdb::MsMs 83537 Specdb::MsMs 145158 Specdb::MsMs 145159 Specdb::MsMs 145160 Specdb::MsMs 2455453 Specdb::MsMs 2455454 Specdb::MsMs 2455455 Specdb::MsMs 2480146 Specdb::MsMs 2480147 Specdb::MsMs 2480148 HMDB33211 #<Reference:0x000055ce31fce798> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Oat Type 1 specific Avena sativa 4498